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Cheap flights from San Juan to Chicago (CHI) from $69

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SJU — CHI
Jun 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
1 adult, Economy
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The best prices from San Juan to Chicago are usually found in January or November, booked 15 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from San Juan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 30, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$222

One-way from

$99
High demand for flights, 26% potential price rise
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Best time to find cheap flights, 27% potential price drop
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From San Juan to Chicago (CHI)
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One-way flight from San Juan to Chicago (CHI)
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What is the cheapest day to fly round-trip from San Juan to Chicago?

Users have found that flying from San Juan to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from San Juan to Chicago?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 16 days in advance, which can save you up to 85% on flights from San Juan to Chicago compared to booking the week you need them. Waiting 16 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $238. For sooner than that we have options available in the next 3 days from $312.

What is the cheapest month to fly from San Juan to Chicago?

The best pricing can be found in the month of January. Prices to Chicago from San Juan average $269. You can even find prices in January for less than $269, as users have found deals to Chicago from as low as $122. The month of March appears to be one of the more expensive times to travel to Chicago from San Juan. Flying in the targeted month can save you up to 34%.

What is the cheapest time of day to fly from SJU to CHI?

When flying from San Juan to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 19% versus a flight in the afternoon.

Cheap Spirit Airlines flights from San Juan to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between San Juan and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Check out some of the cheapest Spirit Airlines flights we've come across from San Juan to Chicago. It's recommended that users confirm their flight details before booking.
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/177:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/29$119
Tue 9/107:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
Tue 9/176:32 pmORD - SJU
1 stop15h 56mSpirit Airlines
Deal found 5/28$128
Wed 8/144:01 pmSJU - ORD
Nonstop5h 13mSpirit Airlines
Mon 8/265:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/29$131
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/175:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/28$132
Thu 9/57:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
Tue 9/107:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/30$133
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1711:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$142
Thu 9/56:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/107:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/30$144
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Wed 8/2110:33 amORD - SJU
1 stop7h 38mSpirit Airlines
Deal found 5/29$149
Thu 9/57:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
Mon 9/95:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/29$150

Cheap Frontier flights from San Juan to Chicago

Explore cheap flight options specifically provided by Frontier for the route between San Juan and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Take a gander at the lowest prices we've found on Frontier flights from San Juan to Chicago. Make sure to examine the flight information before completing your reservation.
Wed 6/59:36 pmSJU - MDW
1 stop9h 24mFrontier
Wed 6/198:27 amMDW - SJU
1 stop17h 41mFrontier
Deal found 5/30$235
Thu 6/610:55 amSJU - ORD
1 stop9h 03mFrontier
Mon 6/105:01 amORD - SJU
1 stop21h 35mFrontier
Deal found 5/29$252
Thu 9/1210:50 amSJU - MDW
1 stop11h 09mFrontier
Mon 9/163:28 pmMDW - SJU
1 stop8h 57mFrontier
Deal found 5/29$258
Thu 6/132:59 amSJU - ORD
1 stop23h 09mFrontier
Sun 6/168:30 amORD - SJU
1 stop9h 19mFrontier
Deal found 5/29$259
Mon 6/106:00 amSJU - MDW
1 stop8h 38mFrontier
Mon 6/178:27 amMDW - SJU
1 stop17h 41mFrontier
Deal found 5/30$261
Thu 6/132:59 amSJU - ORD
1 stop23h 09mFrontier
Mon 6/175:01 amORD - SJU
1 stop21h 35mFrontier
Deal found 5/29$266
Fri 9/1310:47 pmSJU - MDW
1 stop13h 08mFrontier
Thu 9/1910:00 amMDW - SJU
1 stop10h 47mFrontier
Deal found 5/29$268
Thu 8/84:11 pmSJU - MDW
2 stops17h 42mFrontier
Tue 8/1310:59 amMDW - SJU
1 stop12h 21mFrontier
Deal found 5/28$270
Thu 6/68:41 pmSJU - MDW
1 stop11h 50mFrontier
Sun 6/910:28 amMDW - SJU
1 stop16h 08mFrontier
Deal found 5/29$272

Cheap San Juan to Chicago flights in May & June 2024

Find cheap flight options from San Juan to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 2024.
These are some of the most attractive deals on flights from San Juan to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 6/112:59 pmSJU - ORD
1 stop18h 22mSpirit Airlines
Sun 6/3010:27 amORD - SJU
1 stop25h 08mSpirit Airlines
Deal found 5/29$181
Sat 6/812:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$188
Sat 6/812:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$189
Wed 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Wed 6/196:40 pmORD - SJU
1 stop15h 50mSpirit Airlines
Deal found 5/30$191
Wed 6/269:06 pmSJU - ORD
1 stop21h 34mSpirit Airlines
Fri 7/127:47 pmORD - SJU
1 stop24h 25mSpirit Airlines
Deal found 5/30$192
Mon 6/39:34 amSJU - MDW
1 stop9h 53mFrontier
Thu 6/62:36 pmMDW - SJU
1 stop11h 32mFrontier
Deal found 5/30$195
Wed 6/196:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Wed 7/109:15 pmORD - SJU
1 stop22h 10mSpirit Airlines
Deal found 5/29$195
Tue 6/1112:41 pmSJU - ORD
1 stop20h 40mSpirit Airlines
Sat 6/159:41 pmORD - SJU
1 stop20h 24mSpirit Airlines
Deal found 5/29$200
Sun 6/28:18 pmSJU - MDW
1 stop23h 09mFrontier
Sat 6/89:31 amMDW - SJU
1 stop16h 37mFrontier
Deal found 5/30$201

San Juan to Chicago 2024 flight deals

Discover exclusive flight deals for travel between San Juan and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
These are some of the most attractive deals on flights from San Juan to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/177:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/29$119
Tue 9/107:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
Tue 9/176:32 pmORD - SJU
1 stop15h 56mSpirit Airlines
Deal found 5/28$128
Wed 8/144:01 pmSJU - ORD
Nonstop5h 13mSpirit Airlines
Mon 8/265:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/29$131
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/175:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/28$132
Thu 9/57:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
Tue 9/107:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/30$133
Tue 8/208:02 pmSJU - ORD
1 stop14h 31mSpirit Airlines
Sat 8/247:12 amORD - SJU
1 stop9h 33mSpirit Airlines
Deal found 5/30$140
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1711:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$142
Thu 9/56:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/107:27 amORD - SJU
1 stop10h 30mSpirit Airlines
Deal found 5/30$144
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Wed 8/2110:33 amORD - SJU
1 stop7h 38mSpirit Airlines
Deal found 5/29$149

Non-stop flights to Chicago from San Juan

Discover non-stop flight options from San Juan to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
For a shorter flight, select one of these non-stop flights from San Juan to Chicago. If you're looking for other options for flights from San Juan to Chicago, make sure to update the search form at the top of page.
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1711:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$142
Tue 9/106:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1711:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/28$157
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Wed 8/219:23 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$159
Thu 9/56:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1011:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/30$164
Wed 8/144:01 pmSJU - ORD
Nonstop5h 13mSpirit Airlines
Wed 8/2111:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$177
Tue 7/26:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Tue 7/910:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Deal found 5/30$179
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Mon 8/2611:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$182
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 8/2011:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$191
Thu 9/126:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 9/1711:06 amORD - SJU
Nonstop4h 55mSpirit Airlines
Deal found 5/29$201

San Juan to Chicago flights leaving soon

Find last-minute flight options from San Juan to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Users seeking a last-minute flight from San Juan to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.
Sat 6/812:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$188
Sat 6/812:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$189
Wed 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Wed 6/196:40 pmORD - SJU
1 stop15h 50mSpirit Airlines
Deal found 5/30$191
Wed 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Sat 6/155:18 pmORD - SJU
1 stop17h 12mSpirit Airlines
Deal found 5/29$201
Wed 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Sat 6/226:40 pmORD - SJU
1 stop15h 50mSpirit Airlines
Deal found 5/29$205
Sat 6/84:09 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$206
Sat 6/84:09 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
Tue 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/29$207
Thu 6/69:15 pmSJU - ORD
1 stop12h 49mSpirit Airlines
Sun 6/910:27 amORD - SJU
1 stop8h 58mSpirit Airlines
Deal found 5/29$216
Thu 6/610:55 amSJU - ORD
1 stop9h 03mMultiple Airlines
Mon 6/105:34 pmORD - SJU
1 stop8h 34mMultiple Airlines
Deal found 5/29$218

One-way flights to Chicago from San Juan

Search for one-way flight options from San Juan to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Users traveling one-way from San Juan to Chicago can select one of these great deals. Users in need of a round-trip flight from San Juan to Chicago instead should update the search form at the top of page.
Wed 8/286:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Deal found 5/30$69
Wed 8/2112:28 pmSJU - ORD
1 stop7h 29mSpirit Airlines
Deal found 5/29$72
Tue 6/49:07 pmSJU - ORD
2 stops22h 05mSpirit Airlines
Deal found 5/28$81
Wed 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/29$83
Thu 6/139:15 pmSJU - ORD
1 stop12h 49mSpirit Airlines
Deal found 5/28$84
Thu 9/512:28 pmSJU - ORD
1 stop12h 31mSpirit Airlines
Deal found 5/29$85
Wed 6/1212:41 pmSJU - ORD
1 stop21h 23mSpirit Airlines
Deal found 5/29$86
Sat 6/1512:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Deal found 5/29$88
Wed 8/146:00 amSJU - ORD
Nonstop5h 14mSpirit Airlines
Deal found 5/29$89

Find flights from San Juan to Chicago within your budget

Customize your flight search to find flights from San Juan to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$119 - $258

Route

Depart

Return

Price

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 9/10

Nonstop5h 14m

Chicago O'Hare Intl

Tue 9/17

1 stop10h 30m

$119

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 9/10

1 stop14h 36m

Chicago O'Hare Intl

Tue 9/17

1 stop15h 56m

$128

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 8/14

Nonstop5h 13m

Chicago O'Hare Intl

Mon 8/26

1 stop16h 53m

$131

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 9/10

Nonstop5h 14m

Chicago O'Hare Intl

Tue 9/17

1 stop16h 53m

$132

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 9/5

1 stop14h 36m

Chicago O'Hare Intl

Tue 9/10

1 stop10h 30m

$133

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 9/10

Nonstop5h 14m

Chicago O'Hare Intl

Tue 9/17

Nonstop4h 55m

$142

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 6/12

1 stop13h 23m

Chicago O'Hare Intl

Sun 6/30

1 stop25h 08m

$206

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 6/14

1 stop25h 10m

Chicago O'Hare Intl

Tue 6/18

2 stops36h 53m

$208

San Juan Luis Munoz Marin IntlChicago Midway

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 9/12

1 stop11h 09m

Chicago Midway

Mon 9/16

1 stop8h 57m

$258

Flights are sorted by cheapest first

Deals found on 5/29

How far ahead should I book a flight from San Juan to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from San Juan to Chicago. Price data was last updated on May 24, 2024.
To ensure you get the cheapest price possible for a flight from San Juan to Chicago, you should look to book at least 15 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

What is the cheapest day to fly from San Juan to Chicago?

Use this chart to determine the cheapest time to fly round-trip from San Juan to Chicago. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their San Juan to Chicago flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from San Juan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San Juan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 30, 2024.
To help decide which airline to fly from San Juan to Chicago, see what other customers have to say about Spirit Airlines, Frontier and American Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,777 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,284 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Spirit Airlines
6.4
Okay
8,616 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.3
Okay
4,016 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from San Juan to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from San Juan to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from San Juan to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $119, but on average you can expect to pay $150.

  • Are there nonstop flights from San Juan to Chicago for under $200 on Cheapflights?

    Cheapflights has at least 20 direct flights from San Juan to Chicago under $200. A good price for a nonstop flight from San Juan to Chicago is less than $202.

  • Are there last-minute flights available from San Juan to Chicago for under $200?

    There are currently 20+ open flights from San Juan to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from San Juan to Chicago?

    Nonstop flights can be found on the following days: Saturday.

  • How many flights depart from San Juan to Chicago on average per day?

    On average, you can expect to see 1 flight from San Juan to Chicago a day.
    Early Morning (Midnight to 6am) - 100% of flight departures

  • How long is the flight from San Juan to Chicago?

    For as low as $119, Spirit Airlines can have you in Chicago from San Juan in 5h 14m. The distance from San Juan to Chicago is about 2085 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from San Juan to Chicago round-trip?

    Cheapflights users have booked flights from San Juan to Chicago round-trip from $119. Spirit Airlines is 55% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from San Juan to Chicago?

    No one likes to see their flight delayed. When booking a flight from San Juan to Chicago consider choosing United Airlines (78%), Air Canada (75%) or Air New Zealand (75%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from San Juan to Chicago?

    While on average a flight from San Juan to Chicago is generally $343, our data shows the cheapest flight currently is $114. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), you can expect to pay $127 for that flight.

  • What does SJU to ORD mean?

    SJU stands for San Juan Luis Munoz Marin Intl Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from San Juan to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your San Juan to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from San Juan to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter San Juan to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from San Juan to Chicago that include hotel bookings?

    Yes. In addition to deals on San Juan to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Juan to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Juan to Chicago.

  • Can I find deals for business class flights from San Juan to Chicago?

    Yes. Cheapflights offers flight deals from San Juan to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from San Juan to Chicago that allow pets onboard?

    Many airlines flying from San Juan to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from San Juan to Chicago?

    Yes, you can often find last-minute deals on San Juan to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the San Juan to Chicago flight deals updated?

    The San Juan to Chicago flight deals you see on this page were last updated on 5/30.

  • What are the most popular airlines that fly from San Juan to Chicago?

    Consider American Airlines, JetBlue or Delta when booking your flight. These represent the most popular airlines when flying from San Juan to Chicago.

  • What is the cheapest month to book a flight from San Juan to Chicago?

    Currently, February is the cheapest month in which you can book a flight from San Juan to Chicago (average of $244). Flying from San Juan to Chicago in June is currently the most expensive (average of $326). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for San Juan to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Luis Munoz Marin Intl to St. Louis flights
Aguadilla to O'Hare Intl flights
Aguadilla to Midway flights
Culebra to O'Hare Intl flights
Vieques to O'Hare Intl flights

Top 6 airlines flying from San Juan to Chicago

Discover the top 6 airlines that operate flights from San Juan to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$112Average$257FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
FrontierCheapest$114Average$212FlexibilityNo cancel feeOn-time62%
Search Frontier flights
United AirlinesCheapest$147Average$406FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$160Average$448FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$168Average$331FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest$299Average$462FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from San Juan to Chicago by cabin class

Find flights from San Juan to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from San Juan to Chicago

Find hourly flight availability from San Juan to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 30, 2024.
15%of flight departuresEarly morningMidnight to 6 am
7%of flight departuresMorning6 am to noon
78%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Juan to Chicago

Explore weekly flight availability from San Juan to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 30, 2024.
Sunday11daily flights
Monday7daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday7daily flights
Friday7daily flights
Saturday11daily flights

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Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from San Juan to Chicago?

Cheapflights makes it easy to find San Juan to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from San Juan to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from San Juan.

Can Cheapflights find flights from San Juan to Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from San Juan to Chicago with no change fees.

Can Cheapflights notify me if prices for flights from San Juan to Chicago become cheaper?

Yes! Start tracking prices for San Juan to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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