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$57+ Cheap flights from Caribbean Islands to Illinois

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) to Illinois (USIL). 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 November 21, 2024.

Find flight deals from Caribbean Islands to Illinois

Cheapest flights from Caribbean Islands to Illinois
Explore the most affordable flight options available from Caribbean Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This eDestinos deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/53:03 pmSJU - STL
1 stop10h 21mFrontier
Mon 12/95:02 pmSTL - SJU
1 stop24h 29mFrontier
Deal found 11/20$152
This FlightHub deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:03 pmSJU - MDW
1 stop9h 17mFrontier
Mon 12/97:25 amMDW - SJU
1 stop16h 32mFrontier
Deal found 11/21$158
This Cheapflightsfares deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/188:31 pmSJU - ORD
Nonstop5h 27mSpirit Airlines
Thu 1/29:32 amORD - SJU
Nonstop4h 43mSpirit Airlines
Deal found 11/20$158
This Mytrip deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:31 pmSJU - ORD
Nonstop5h 27mMultiple Airlines
Fri 1/36:40 amORD - SJU
1 stop24h 43mMultiple Airlines
Deal found 11/21$160
This Frontier deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:01 pmSJU - ORD
1 stop13h 23mFrontier
Thu 1/29:45 pmORD - SJU
1 stop10h 50mFrontier
Deal found 11/21$168
This United Airlines deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/52:05 amSJU - ORD
1 stop8h 54mUnited Airlines
Mon 12/92:20 pmORD - SJU
Nonstop4h 35mUnited Airlines
Deal found 11/20$226
This eDestinos deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:05 pmSJU - STL
1 stop8h 19mMultiple Airlines
Mon 12/911:31 amSTL - SJU
1 stop23h 06mMultiple Airlines
Deal found 11/20$231
This eDestinos deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:25 amSJU - MDW
2 stops17h 37mMultiple Airlines
Mon 12/98:15 amMDW - SJU
2 stops31h 28mMultiple Airlines
Deal found 11/20$238
This Kiwi.com deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:00 pmPUJ - ORD
Nonstop5h 31mFrontier
Mon 12/96:00 amORD - PUJ
Nonstop4h 29mFrontier
Deal found 11/21$284
This Booking.com deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:00 pmPUJ - ORD
Nonstop5h 31mMultiple Airlines
Sat 1/45:00 amORD - PUJ
1 stop8h 55mMultiple Airlines
Deal found 11/21$308
This Southwest deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:10 amSJU - MDW
2 stops12h 55mSouthwest
Mon 12/1611:55 amMDW - SJU
2 stops10h 50mSouthwest
Deal found 11/20$312
This Cheapflightsfares deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/42:38 pmMBJ - ORD
1 stop7h 29mSpirit Airlines
Fri 12/67:45 pmORD - MBJ
1 stop17h 00mSpirit Airlines
Deal found 11/21$318

Find flights from Caribbean Islands to Illinois within your budget

Customize your flight search to find flights from Caribbean Islands to Illinois 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/5

3:03 pm-11:24 pm

1 stop10h 21m

Lambert-St Louis

Mon 12/9

5:02 pm-7:31 pm

1 stop24h 29m

$152

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 12/6

5:03 pm-12:20 am

1 stop9h 17m

Chicago Midway

Mon 12/9

7:25 am-1:57 am

1 stop16h 32m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 12/17

3:54 am-9:24 am

1 stop7h 30m

Chicago O'Hare Intl

Thu 1/2

2:19 pm-12:41 am

1 stop8h 22m

$158

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 12/20

4:43 pm-8:13 pm

Nonstop5h 30m

Chicago O'Hare Intl

Wed 1/8

1:00 pm-7:36 pm

Nonstop4h 36m

$159

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 12/24

8:31 pm-11:58 pm

Nonstop5h 27m

Chicago O'Hare Intl

Fri 1/3

6:40 am-9:23 am

1 stop24h 43m

$160

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 1/14

6:45 pm-9:59 pm

Nonstop5h 14m

Chicago O'Hare Intl

Tue 1/21

6:10 am-1:00 pm

Nonstop4h 50m

$196

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 1/23

4:50 pm-6:01 pm

1 stop27h 11m

Chicago Midway

Mon 1/27

6:15 am-3:19 pm

2 stops31h 04m

$200

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/5

5:05 pm-11:24 pm

1 stop8h 19m

Lambert-St Louis

Mon 12/9

11:31 am-12:37 pm

1 stop23h 06m

$231

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 2/6

2:25 pm-11:46 pm

2 stops11h 21m

Lambert-St Louis

Tue 2/11

6:00 am-5:30 pm

2 stops9h 30m

$264

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 1/25

4:54 pm-11:02 pm

1 stop8h 08m

Chicago O'Hare Intl

Tue 1/28

6:10 am-1:00 pm

Nonstop4h 50m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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Best time to book a flight from Caribbean Islands to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Caribbean Islands 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.

Travel insights for flights from Caribbean Islands to Illinois

Get recent, data-driven insights about flights from Caribbean Islands to Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands to Illinois?

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Illinois (average of $232). Flying from Caribbean Islands to Illinois in June is currently the most expensive (average of $308). 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.

What is the cheapest time of day to fly from EPX to IL?

Find hourly flight availability from Caribbean Islands to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Illinois as you normally would.

Weekly flight availability from Caribbean Islands to Illinois

Explore weekly flight availability from Caribbean Islands to Illinois. 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 November 21, 2024.

The most flights from zzEPX to USIL are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 on average).

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated November 21, 2024.
Read reviews from past customers who have flown Spirit Airlines, United Airlines and Frontier from Caribbean Islands to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,779 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,004 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

  • What are the cheapest airlines to fly from Caribbean Islands to Illinois one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $57. Users have also found prices from $91 and $105 on Spirit Airlines and Southwest, respectively.

  • Can I find deals for flights from Caribbean Islands to Illinois that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Illinois.

  • Can I find deals for business class flights from Caribbean Islands to Illinois?

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

  • What is the cheapest month to book a flight from Caribbean Islands to Illinois?

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Illinois (average of $232). Flying from Caribbean Islands to Illinois in June is currently the most expensive (average of $308). 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.

See more FAQs

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Alternative routes for Caribbean Islands to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Caribbean Islands to Illinois

Discover the top 8 airlines that operate flights from Caribbean Islands to Illinois. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$120Average$300FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$148Average$347FlexibilityNo cancel feeOn-time65%
DeltaCheapest$182Average$472FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$195Average$509FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$220Average$379FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$303Average$557FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$467Average$619FlexibilityNo cancel feeOn-time62%
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