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$57+ Cheap flights from Caribbean 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
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Find flight deals from Caribbean to Illinois

Cheapest flights from Caribbean to Illinois
Explore the most affordable flight options available from Caribbean to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This eDestinos deal was found by Cheapflights users on 10/31. 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 12/59:49 pmSJU - STL
1 stop27h 35mFrontier
Tue 12/105:02 pmSTL - SJU
1 stop15h 22mFrontier
Deal found 10/31$134
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/65:03 pmSJU - ORD
1 stop8h 44mMultiple Airlines
Tue 12/101:00 pmORD - SJU
Nonstop4h 36mMultiple Airlines
Deal found 10/30$165
This eDestinos deal was found by Cheapflights users on 10/30. 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 11/145:28 pmSJU - MDW
1 stop23h 53mFrontier
Sun 11/179:29 amMDW - SJU
1 stop17h 18mFrontier
Deal found 10/30$167
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Thu 12/52:17 pmSJU - ORD
Nonstop5h 30mSpirit Airlines
Sun 12/81:00 pmORD - SJU
Nonstop4h 36mSpirit Airlines
Deal found 10/30$173
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Thu 12/53:03 pmSJU - ORD
1 stop20h 51mFrontier
Fri 12/66:07 pmORD - SJU
1 stop21h 16mFrontier
Deal found 10/30$175
This eDestinos deal was found by Cheapflights users on 10/30. 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 12/59:49 pmSJU - MDW
1 stop18h 05mMultiple Airlines
Mon 12/96:17 pmMDW - SJU
2 stops25h 32mMultiple Airlines
Deal found 10/30$183
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Thu 12/56:45 pmPUJ - ORD
Nonstop5h 14mFrontier
Mon 12/96:00 amORD - PUJ
Nonstop4h 29mFrontier
Deal found 10/30$214
This eDestinos deal was found by Cheapflights users on 10/31. 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 21mMultiple Airlines
Tue 12/104:26 pmSTL - SJU
2 stops15h 58mMultiple Airlines
Deal found 10/31$239
This American Airlines deal was found by Cheapflights users on 10/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/54:40 pmSJU - STL
2 stops9h 19mAmerican Airlines
Mon 12/95:45 amSTL - SJU
2 stops9h 37mAmerican Airlines
Deal found 10/31$261
This Booking.com deal was found by Cheapflights users on 10/30. 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.
Thu 12/56:45 pmPUJ - ORD
Nonstop5h 14mMultiple Airlines
Mon 12/95:00 amORD - PUJ
1 stop8h 48mMultiple Airlines
Deal found 10/30$303
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Wed 12/42:38 pmMBJ - ORD
1 stop7h 29mSpirit Airlines
Sun 12/85:00 amORD - MBJ
1 stop7h 33mSpirit Airlines
Deal found 10/30$313
This JetBlue deal was found by Cheapflights users on 10/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/201:59 amSJU - ORD
1 stop9h 02mJetBlue
Sun 11/246:00 amORD - SJU
1 stop11h 04mJetBlue
Deal found 10/30$315

Find flights from Caribbean to Illinois within your budget

Customize your flight search to find flights from Caribbean 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 2,570,725 searches. Data last updated October 31, 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

9:49 pm-11:24 pm

1 stop27h 35m

$63

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 11/14

11:12 am-8:15 pm

1 stop11h 03m

$87

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 12/3

9:32 pm-12:34 am

1 stop29h 02m

$98

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/19

3:30 pm-9:42 pm

1 stop8h 12m

$127

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 12/12

2:43 pm-11:59 pm

2 stops11h 16m

$130

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 1/14

4:05 am-10:12 am

1 stop8h 07m

$143

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Sat 12/14

2:05 am-10:59 am

1 stop10h 54m

$148

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 1/18

9:15 pm-10:02 am

1 stop14h 47m

$86

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 1/18

2:55 pm-6:10 pm

Nonstop5h 15m

$188

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 11/15

10:35 am-7:18 pm

1 stop10h 43m

$88

Flights are sorted by cheapest first

Deals found on 10/31

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Caribbean to Illinois (average of $232). Flying from Caribbean 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 CB to IL?

Find hourly flight availability from Caribbean 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 October 31, 2024.

When flying from Caribbean to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 October 31, 2024.
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

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

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

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

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,420 reviews
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

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

Copa Airlines
7.8
Good
1,885 reviews
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,032 reviews
Southwest
8.1
Very good
5,116 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.3

Food

7.2

Crew

8.7

Overall

8.1

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 to Illinois. 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 Caribbean to Illinois for under $200 on Cheapflights?

    Yes, there are multiple flights from Caribbean to Illinois for under $200. The cheapest flight booked recently is on Frontier for just $116, but on average you can expect to pay $263.

  • Are there nonstop flights from Caribbean to Illinois for under $200 on Cheapflights?

    Cheapflights has at least 7 direct flights from Caribbean to Illinois under $200. A good price for a nonstop flight from Caribbean to Illinois is less than $363.

  • Are there last-minute flights available from Caribbean to Illinois for under $300?

    There are currently 20+ open flights from Caribbean to Illinois within the next 7 days for less than $300.

  • What days are nonstop flights available from Caribbean to Illinois?

    Nonstop flights are available for this route on the following days: Sunday, Thursday, Friday, Saturday.

  • How many flights depart from Caribbean to Illinois on average per day?

    On average 2 flights depart from Caribbean to Illinois per day.
    Afternoon (Noon - 6pm) - 100% of flight departures

  • How long is the flight from Caribbean to Illinois?

    Departing from Caribbean to Illinois will take you 5h 26m. Caribbean and Illinois are separated by a distance of 2085 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $57. Spirit Airlines flights start at $68 while deals on American Airlines start at $127 one-way.

  • What does SJU to ORD mean?

    San Juan Luis Munoz Marin Intl Airport is SJU and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Caribbean to Illinois that include extra baggage allowance?

    The amount of baggage you can bring on your Caribbean to Illinois 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 Caribbean to Illinois with specific airlines?

    Yes, Cheapflights allows you to browse and filter Caribbean to Illinois 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 Caribbean to Illinois that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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.

  • Can I find deals for flights from Caribbean to Illinois that allow pets onboard?

    Many airlines flying from Caribbean to Illinois 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 Caribbean to Illinois?

    Yes, you can often find last-minute deals on Caribbean to Illinois 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 Caribbean to Illinois flight deals updated?

    The Caribbean to Illinois flight deals you see on this page were last updated on 10/31.

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

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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Caribbean to Illinois

Discover the top 7 airlines that operate flights from Caribbean 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$267FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$142Average$337FlexibilityNo cancel feeOn-time65%
DeltaCheapest$182Average$584FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$195Average$512FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$274Average$351FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$298Average$571FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
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