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Jamaica

$99+ Cheap flights from Illinois to Jamaica

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Illinois to Jamaica

Keep the following information in mind while searching for Illinois to Jamaica flight deals. Data was last updated septiembre 11, 2025.

Round-trip from

$327
(Cheapflightsfares)

One-way from

$99
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$540

Good round-trip deal

$518 or less

Good one-way deal

$247 or less
From Illinois to Jamaica
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One-way flight from Illinois to Jamaica
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Highest demand for flights based on searches. 2% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Illinois to Jamaica.
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Price to beat on a one-way flight from Illinois to Jamaica.
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Find flight deals from Illinois to Jamaica

Cheapest flights from Illinois to Jamaica
Explore the most affordable flight options available from Illinois to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/8. 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.
vie. 11/145:59 pmORD - KIN
1 stop17h 14mSpirit Airlines
lun. 11/171:28 pmKIN - ORD
1 stop11h 14mSpirit Airlines
Deal found 9/8$334
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
lun. 11/175:59 pmORD - KIN
1 stop17h 14mSpirit Airlines
lun. 12/81:28 pmKIN - ORD
1 stop8h 32mSpirit Airlines
Deal found 9/10$342
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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.
mar. 11/115:59 pmORD - KIN
1 stop17h 14mSpirit Airlines
mié. 12/31:28 pmKIN - ORD
1 stop8h 32mSpirit Airlines
Deal found 9/9$344
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
jue. 11/65:59 pmORD - KIN
1 stop17h 14mSpirit Airlines
mar. 11/111:28 pmKIN - ORD
1 stop11h 14mSpirit Airlines
Deal found 9/10$347
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
sáb. 10/187:15 pmSTL - MBJ
1 stop15h 45mSpirit Airlines
mié. 10/2912:09 pmMBJ - STL
1 stop21h 53mSpirit Airlines
Deal found 9/9$358
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
dom. 10/1910:57 amSTL - MBJ
1 stop24h 03mSpirit Airlines
mié. 10/2912:09 pmMBJ - STL
1 stop21h 53mSpirit Airlines
Deal found 9/9$364
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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.
sáb. 10/116:00 pmORD - KIN
2 stops17h 09mSpirit Airlines
dom. 10/1912:14 pmKIN - ORD
1 stop11h 31mSpirit Airlines
Deal found 9/9$364
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
sáb. 10/187:43 pmORD - KIN
1 stop15h 26mSpirit Airlines
dom. 10/2612:14 pmKIN - ORD
1 stop22h 36mSpirit Airlines
Deal found 9/9$366
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
dom. 10/1910:57 amSTL - MBJ
1 stop24h 03mSpirit Airlines
sáb. 10/2512:09 pmMBJ - STL
1 stop21h 53mSpirit Airlines
Deal found 9/9$368
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
sáb. 10/187:15 pmSTL - MBJ
1 stop15h 45mMultiple Airlines
jue. 10/304:30 pmMBJ - STL
1 stop23h 27mMultiple Airlines
Deal found 9/9$369
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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.
jue. 10/236:18 pmORD - KIN
2 stops16h 51mSpirit Airlines
lun. 10/2712:14 pmKIN - ORD
1 stop12h 49mSpirit Airlines
Deal found 9/10$369
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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.
mié. 9/245:46 pmORD - KIN
2 stops17h 16mSpirit Airlines
vie. 10/312:08 pmKIN - ORD
1 stop10h 40mSpirit Airlines
Deal found 9/9$371

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Jamaica 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 2,558,603 searches. Data last updated septiembre 11, 2025.
Use the filters below to find and compare flights from Illinois to Jamaica that are best for you.

Fly from

Illinois

Fly to

Jamaica

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

vie. 11/14

5:59 pm-12:13 pm

1 stop17h 14m

Kingston Norman Manley

lun. 11/17

1:28 pm-11:42 pm

1 stop11h 14m

$334

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

jue. 11/6

5:59 pm-12:13 pm

1 stop17h 14m

Kingston Norman Manley

mar. 11/11

1:28 pm-11:42 pm

1 stop11h 14m

$347

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

sáb. 10/11

6:00 pm-11:09 am

2 stops17h 09m

Kingston Norman Manley

dom. 10/19

12:14 pm-11:45 pm

1 stop11h 31m

$364

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

sáb. 10/25

6:00 pm-11:09 am

2 stops17h 09m

Kingston Norman Manley

lun. 10/27

12:14 pm-1:03 am

1 stop12h 49m

$371

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

mié. 9/24

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

vie. 10/3

12:08 pm-10:48 pm

1 stop10h 40m

$376

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

sáb. 12/6

6:00 am-2:29 pm

1 stop7h 29m

Montego Bay Sangster Intl

sáb. 12/13

2:48 pm-6:13 pm

Nonstop4h 25m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

lun. 11/10

6:50 am-2:53 pm

1 stop7h 03m

Montego Bay Sangster Intl

sáb. 11/15

2:14 pm-5:50 pm

Nonstop4h 36m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

mié. 10/29

6:02 am-1:29 pm

1 stop7h 27m

Montego Bay Sangster Intl

lun. 11/3

2:48 pm-6:13 pm

Nonstop4h 25m

$385

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

vie. 12/5

8:10 am-1:20 pm

Nonstop4h 10m

Montego Bay Sangster Intl

mar. 12/9

4:23 pm-8:49 am

1 stop17h 26m

$386

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

lun. 10/27

7:51 pm-11:00 am

2 stops15h 09m

Montego Bay Sangster Intl

vie. 10/31

10:55 am-1:03 am

2 stops14h 08m

$386

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

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

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

Cheapflights Insights

Everything you need to know about your flight from Illinois to Jamaica

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Jamaica (average of $403). Flying from Illinois to Jamaica in July is currently the most expensive (average of $560). 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 IL to JM?

Find hourly flight availability from Illinois to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 11, 2025.

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

Related info for your journey

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

  • How long is the flight from Illinois to Jamaica?

    Airlines like Spirit Airlines, United Airlines, and American Airlines fly from Illinois to Jamaica in about 7h 03m. The time it takes to get you to your destination can typically vary by up to 10h 11m. There are 1724 mi between Illinois and Jamaica. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $100. Southwest flights start at $152 while deals on Delta start at $169 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Jamaica 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 Illinois to Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Jamaica (average of $403). Flying from Illinois to Jamaica in July is currently the most expensive (average of $560). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
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Top 6 airlines flying from Illinois to Jamaica

Discover the top 6 airlines that operate flights from Illinois to Jamaica. 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 2,558,603 searches. Data last updated septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$266Average$438FlexibilityNo cancel feeOn-time65%
DeltaCheapest$295Average$819FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$370Average$446FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$430Average$632FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$447Average$673FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$549Average$726FlexibilityNo cancel feeOn-time63%

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