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Cheap flights from San José (SJO) to Chicago (CHI) from $150

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 8/26. 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.
SJO — 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 José Juan Santamaria Intl to Chicago are usually found in August or February, booked 26 days in advance, depart on a Tuesday or Thursday and return on a Wednesday

Cheap flight deals from San José to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) 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

August

Round-trip from

$222

One-way from

$187
High demand for flights, 20% potential price rise
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Best time to find cheap flights, 34% potential price drop
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From San José Juan Santamaria Intl to Chicago (CHI)
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One-way flight from San José Juan Santamaria Intl to Chicago (CHI)
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What is the cheapest day to fly round-trip from San José, San José Province to Chicago?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 50% on the overall cost on flights from San José, San José Province to Chicago.

How far in advance should I book a flight from San José, San José Province to Chicago?

To save on the cost of your flight from San José, San José Province to Chicago, book at least 27 days before your planned departure. Booking around this time can save you about 81% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $420 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $534.

What is the cheapest month to fly from San José, San José Province to Chicago?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from San José, San José Province in August are about $414 on average during August, but can be found for as low as $269.

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

One of the essential ways to save on airfare from San José, San José Province to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 34% on airfare.

Cheap Spirit Airlines flights from San José to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between San José 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 look at some of the lowest-priced Spirit Airlines flights heading from San José to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Sun 6/1612:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Wed 6/265:45 pmORD - SJO
1 stop7h 24mSpirit Airlines
Deal found 5/29$248
Tue 8/2012:32 pmSJO - ORD
1 stop29h 25mSpirit Airlines
Sun 8/255:35 pmORD - SJO
1 stop18h 57mSpirit Airlines
Deal found 5/29$264
Sun 6/1612:59 amSJO - ORD
2 stops17h 06mSpirit Airlines
Wed 6/264:32 pmORD - SJO
1 stop8h 37mSpirit Airlines
Deal found 5/29$265
Tue 8/271:11 amSJO - ORD
1 stop7h 22mSpirit Airlines
Sun 9/15:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$267
Mon 8/261:11 amSJO - ORD
2 stops20h 59mSpirit Airlines
Tue 10/295:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$268
Wed 8/2812:32 pmSJO - ORD
2 stops10h 51mSpirit Airlines
Sun 9/15:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$270
Mon 6/1712:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Wed 6/264:32 pmORD - SJO
1 stop8h 37mSpirit Airlines
Deal found 5/29$272
Tue 8/271:11 amSJO - ORD
2 stops14h 48mSpirit Airlines
Sun 9/15:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$273
Tue 6/1812:32 pmSJO - ORD
1 stop8h 26mSpirit Airlines
Wed 6/265:45 pmORD - SJO
1 stop7h 24mSpirit Airlines
Deal found 5/29$277

Cheap Avianca flights from San José to Chicago

Explore cheap flight options specifically provided by Avianca for the route between San José 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.
Have a look at some of the cheapest available Avianca flights departing from San José and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Wed 6/55:45 amSJO - ORD
Nonstop7h 55mAvianca
Wed 6/124:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$670
Wed 6/55:45 amSJO - ORD
Nonstop7h 55mAvianca
Wed 6/124:00 pmORD - SJO
1 stop7h 50mAvianca
Deal found 5/29$681
Tue 6/44:25 pmSJO - ORD
1 stop21h 15mAvianca
Wed 6/124:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$711
Wed 6/55:45 amSJO - ORD
Nonstop7h 55mAvianca
Fri 6/144:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$715
Wed 6/55:45 amSJO - ORD
Nonstop7h 55mAvianca
Fri 6/144:00 pmORD - SJO
1 stop18h 10mAvianca
Deal found 5/29$726
Tue 6/44:25 pmSJO - ORD
1 stop21h 15mAvianca
Fri 6/144:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$755

Cheap San José to Chicago flights in May & June 2024

Find cheap flight options from San José 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 José to Chicago in 2024. Check back soon for alternative fares.
Sun 6/1612:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Wed 6/265:45 pmORD - SJO
1 stop7h 24mSpirit Airlines
Deal found 5/29$248
Sun 6/1612:59 amSJO - ORD
2 stops17h 06mSpirit Airlines
Wed 6/264:32 pmORD - SJO
1 stop8h 37mSpirit Airlines
Deal found 5/29$265
Mon 6/1712:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Wed 6/264:32 pmORD - SJO
1 stop8h 37mSpirit Airlines
Deal found 5/29$272
Tue 6/1812:32 pmSJO - ORD
1 stop8h 26mSpirit Airlines
Wed 6/265:45 pmORD - SJO
1 stop7h 24mSpirit Airlines
Deal found 5/29$277
Mon 6/1012:59 amSJO - ORD
1 stop8h 02mSpirit Airlines
Fri 6/216:40 pmORD - SJO
1 stop17h 57mSpirit Airlines
Deal found 5/29$281
Wed 6/1212:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Mon 6/1711:02 amORD - SJO
1 stop14h 07mSpirit Airlines
Deal found 5/28$282
Mon 6/1012:32 pmSJO - ORD
2 stops24h 08mSpirit Airlines
Wed 6/1211:01 amORD - SJO
2 stops14h 08mSpirit Airlines
Deal found 5/29$285
Wed 6/121:42 pmSJO - ORD
1 stop9h 03mSpirit Airlines
Tue 6/185:18 pmORD - SJO
1 stop7h 51mSpirit Airlines
Deal found 5/28$286
Mon 6/1012:32 pmSJO - ORD
1 stop26h 56mSpirit Airlines
Wed 6/1211:01 amORD - SJO
2 stops14h 08mSpirit Airlines
Deal found 5/29$290

San José to Chicago 2024 flight deals

Discover exclusive flight deals for travel between San José 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 José to Chicago in 2024. Check back soon for alternative fares.
Wed 9/412:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$184
Wed 9/412:32 pmSJO - ORD
2 stops10h 51mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$196
Sat 9/712:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$197
Thu 9/1212:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Tue 9/175:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/30$202
Wed 9/412:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/30$203
Wed 9/41:45 pmSJO - ORD
1 stop9h 38mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/30$204
Thu 9/1212:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Mon 9/235:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 5/29$207
Fri 8/231:11 amSJO - ORD
1 stop7h 22mSpirit Airlines
Tue 8/2710:33 amORD - SJO
1 stop14h 34mSpirit Airlines
Deal found 5/29$209
Wed 9/1112:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Mon 9/166:32 pmORD - SJO
1 stop18h 00mSpirit Airlines
Deal found 5/30$211

Non-stop flights to Chicago from San José

Discover non-stop flight options from San José 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.
Take a look at some of the direct flights traveling from San José to Chicago in the near future. If you're looking for other options for flights from San José to Chicago, make sure to update the search form at the top of page.
Sat 11/21:05 pmSJO - ORD
Nonstop5h 25mLufthansa
Sun 11/107:35 amORD - SJO
Nonstop5h 21mLufthansa
Deal found 5/29$623
Wed 8/75:45 amSJO - ORD
Nonstop7h 55mAvianca
Wed 8/144:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$650
Sat 7/271:00 pmSJO - ORD
Nonstop5h 28mUnited Airlines
Sat 8/37:41 amORD - SJO
Nonstop5h 14mUnited Airlines
Deal found 5/29$675
Sun 8/115:45 amSJO - ORD
Nonstop7h 55mAvianca
Sun 8/184:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$694
Sun 7/145:45 amSJO - ORD
Nonstop7h 55mAvianca
Sun 7/214:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$722
Wed 7/175:45 amSJO - ORD
Nonstop7h 55mAvianca
Sun 7/284:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$766
Wed 6/195:45 amSJO - ORD
Nonstop7h 55mAvianca
Sun 6/234:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$810
Fri 6/285:45 amSJO - ORD
Nonstop7h 55mAvianca
Fri 7/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$899
Sun 6/235:45 amSJO - ORD
Nonstop7h 55mAvianca
Sun 6/304:00 pmORD - SJO
Nonstop6h 45mAvianca
Deal found 5/29$951

San José to Chicago flights leaving soon

Find last-minute flight options from San José 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.
Consider one of these great deals we found on last-minute flights from San José to Chicago. It's wise to confirm all flight details are correct before booking.
Wed 6/56:10 amSJO - ORD
1 stop7h 30mMultiple Airlines
Wed 6/126:40 pmORD - SJO
1 stop30h 29mMultiple Airlines
Deal found 5/29$301
Sun 6/912:59 amSJO - ORD
1 stop8h 02mSpirit Airlines
Wed 6/125:05 amORD - SJO
1 stop20h 04mSpirit Airlines
Deal found 5/29$308
Tue 6/412:32 pmSJO - ORD
2 stops26h 35mMultiple Airlines
Wed 6/128:00 amORD - SJO
2 stops29h 45mMultiple Airlines
Deal found 5/29$311
Tue 6/412:32 pmSJO - ORD
2 stops26h 35mSpirit Airlines
Wed 6/1211:01 amORD - SJO
3 stops26h 44mSpirit Airlines
Deal found 5/29$312
Wed 6/512:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Wed 6/125:45 pmORD - SJO
2 stops20h 00mSpirit Airlines
Deal found 5/29$313
Tue 6/412:32 pmSJO - ORD
2 stops26h 35mSpirit Airlines
Wed 6/125:45 pmORD - SJO
1 stop18h 52mSpirit Airlines
Deal found 5/29$314
Sun 6/912:59 amSJO - ORD
2 stops17h 06mSpirit Airlines
Wed 6/195:45 pmORD - SJO
1 stop7h 24mSpirit Airlines
Deal found 5/29$319
Sun 6/912:59 amSJO - ORD
2 stops16h 46mMultiple Airlines
Wed 6/126:40 pmORD - SJO
1 stop17h 57mMultiple Airlines
Deal found 5/29$335
Sun 6/912:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Mon 6/175:18 pmORD - SJO
1 stop7h 51mSpirit Airlines
Deal found 5/29$339

One-way flights to Chicago from San José

Search for one-way flight options from San José 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.
If you're seeking multiple options on one-way flights from San José to Chicago, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from San José to Chicago instead should update the search form at the top of page.
Mon 8/261:45 pmSJO - ORD
2 stops33h 13mSpirit Airlines
Deal found 5/29$150
Mon 8/2612:32 pmSJO - ORD
1 stop27h 55mSpirit Airlines
Deal found 5/29$153
Sun 8/251:45 pmSJO - ORD
2 stops21h 08mSpirit Airlines
Deal found 5/29$156
Wed 6/121:42 pmSJO - ORD
1 stop9h 03mSpirit Airlines
Deal found 5/28$159
Thu 7/412:59 amSJO - ORD
1 stop22h 56mSpirit Airlines
Deal found 5/29$165
Thu 7/412:59 amSJO - ORD
2 stops17h 06mSpirit Airlines
Deal found 5/29$166
Tue 6/1112:59 amSJO - ORD
2 stops11h 41mSpirit Airlines
Deal found 5/28$178
Sat 8/241:11 amSJO - ORD
1 stop15h 16mSpirit Airlines
Deal found 5/29$182
Sun 6/1612:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Deal found 5/28$183

Find flights from San José to Chicago within your budget

Customize your flight search to find flights from San José 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

$248 - $622

Route

Depart

Return

Price

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 6/16

1 stop15h 41m

Chicago O'Hare Intl

Wed 6/26

1 stop7h 24m

$248

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 8/20

1 stop29h 25m

Chicago O'Hare Intl

Sun 8/25

1 stop18h 57m

$264

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 6/16

2 stops17h 06m

Chicago O'Hare Intl

Wed 6/26

1 stop8h 37m

$265

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 8/27

1 stop7h 22m

Chicago O'Hare Intl

Sun 9/1

1 stop7h 32m

$267

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 8/26

2 stops20h 59m

Chicago O'Hare Intl

Tue 10/29

1 stop7h 32m

$268

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 6/5

1 stop7h 30m

Chicago O'Hare Intl

Wed 6/12

1 stop30h 29m

$301

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 6/4

2 stops26h 35m

Chicago O'Hare Intl

Wed 6/12

2 stops29h 45m

$311

San José Juan Santamaria IntlChicago Midway

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sun 8/18

1 stop24h 15m

Chicago Midway

Sat 8/24

1 stop27h 25m

$364

San José Juan Santamaria IntlChicago Midway

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 8/27

1 stop7h 38m

Chicago Midway

Tue 10/29

1 stop6h 53m

$622

Flights are sorted by cheapest first

Deals found on 5/29

How far ahead should I book a flight from San José, San José Province to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from San José to Chicago. Price data was last updated on May 24, 2024.
The price you pay for your flight from San José, San José Province to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 26 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

What is the cheapest day to fly from San José, San José Province to Chicago?

Use this chart to determine the cheapest time to fly round-trip from San José 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 José, San José Province to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon 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 José to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San José 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.
Peruse reviews from past customers who have flown with Spirit Airlines, Avianca and Alaska Airlines from San José to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Alaska Airlines
8.1
Very good
9,201 reviews
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Delta
8.0
Very good
10,457 reviews
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Avianca
7.5
Good
3,651 reviews
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

United Airlines
7.4
Good
10,777 reviews
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Air Canada
7.0
Good
7,004 reviews
Alaska Airlines
8.1
Very good
9,201 reviews
Check prices

Entertainment

7.3

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.6

Overall

8.1

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Related info for your journey

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

  • What airport do you fly from for flights from San José to Chicago?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl is the airport most travelers will use when flying to Chicago from San José. Booking flights from Juan Santamaria Intl (SJO) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 7 different airlines.

  • Can I find flights from San José, San José Province to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from San José, San José Province to Chicago for under $300. The cheapest flight booked recently is on Spirit Airlines for just $248, but on average you can expect to pay $277.

  • Are there nonstop flights from San José, San José Province to Chicago for under $700 on Cheapflights?

    Cheapflights has at least 12 direct flights from San José, San José Province to Chicago under $700. A good price for a nonstop flight from San José, San José Province to Chicago is less than $991.

  • Are there last-minute flights available from San José, San José Province to Chicago for under $400?

    There are currently 20+ open flights from San José, San José Province to Chicago within the next 7 days for less than $400.

  • What is the cheapest airline to fly from San José, San José Province to Chicago round-trip?

    Cheapflights users have booked flights from San José, San José Province to Chicago round-trip from $248. Spirit Airlines is 40% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from San José, San José Province to Chicago?

    On average you can expect to pay $362 for a flight from San José, San José Province to Chicago. The cheapest flight overall is $195 while the most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl) is currently priced at $186.

  • What does SJO to ORD mean?

    Great question - SJO to ORD just means San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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

    The amount of baggage you can bring on your San José 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 José to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter San José 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 José to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from San José 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 José to Chicago that allow pets onboard?

    Many airlines flying from San José 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 José to Chicago?

    Yes, you can often find last-minute deals on San José 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 José, San José Province to Chicago flight deals updated?

    The San José, San José Province 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 José, San José Province to Chicago?

    Before booking your flight from San José, San José Province to Chicago check out the most popular airlines for this route: American Airlines, Aeromexico or Avianca.

  • What is the cheapest month to book a flight from San José, San José Province to Chicago?

    Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Chicago (average of $244). Flying from San José, San José Province 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 José to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 7 airlines flying from San José to Chicago

Discover the top 7 airlines that operate flights from San José 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$221Average$370FlexibilityNo cancel feeOn-time65%
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AviancaCheapest$259Average$362FlexibilityNo cancel feeOn-time71%
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JetBlueCheapest$283Average$522FlexibilityNo cancel feeOn-time62%
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Copa AirlinesCheapest$404Average$612FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
American AirlinesCheapest$580Average$729FlexibilityNo cancel feeOn-time71%
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AeromexicoCheapest$580Average$647FlexibilityNo cancel feeOn-timeN/A
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United AirlinesCheapest$646Average$771FlexibilityNo cancel feeOn-time69%
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Search flights from San José to Chicago by cabin class

Find flights from San José 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 José to Chicago

Find hourly flight availability from San José 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.
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Weekly flight availability from San José to Chicago

Explore weekly flight availability from San José 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.
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How does Cheapflights help users find flights from San José to Chicago?

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

Cheapflights simply makes it quick and affordable to book flights from San José to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from San José to Chicago, users can toggle the no change fees filter when performing a flight search.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from San José today and book when prices fit your budget.

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