In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

If weather is an important factor for your trip to Jamaica, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

How far in advance should I book a flight from Illinois to Jamaica?

To save up to 49% on this flight, we recommend booking at least 56 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Illinois to Jamaica from $515 1-2 weeks out and tickets from $599 for flights departing within the next 72 hours.

What is the cheapest month to fly from Illinois to Jamaica?

The best pricing can be found in the month of February. Prices to Jamaica from Illinois average $585. You can even find prices in February for less than $585, as users have found deals to Jamaica from as low as $344. The month of March appears to be one of the more expensive times to travel to Jamaica from Illinois. Flying in the targeted month can save you up to 23%.

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.

$98+ Cheap Flights from Illinois to Jamaica

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Cheap flight deals from Illinois to Jamaica

Round-trip from	$354 (FlightHub)
One-way from	$98 (FlightHub)
Popular in	March
Cheapest in	February
Average price	$551
Good round-trip deal	$513 or less
Good one-way deal	$194 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 ($16 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in August 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 August 18, 2025.

Sun 8/3110:37 amSTL - MBJ

1 stop24h 37mSpirit Airlines

Wed 9/1012:10 pmMBJ - STL

1 stop21h 30mSpirit Airlines

Deal found 8/16

$354

Mon 11/106:00 amSTL - MBJ

1 stop7h 07mDelta

Thu 11/133:32 pmMBJ - STL

1 stop6h 17mDelta

Deal found 8/17

$359

Thu 9/186:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Thu 10/212:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/17

$359

Tue 9/166:10 amSTL - MBJ

2 stops7h 28mAmerican Airlines

Tue 9/233:36 pmMBJ - STL

2 stops17h 40mAmerican Airlines

Deal found 8/17

$363

Sat 10/185:09 pmSTL - MBJ

1 stop21h 06mAmerican Airlines

Tue 10/212:30 pmMBJ - STL

1 stop9h 26mAmerican Airlines

Deal found 8/17

$365

Tue 9/165:05 amORD - KIN

1 stop5h 57mSpirit Airlines

Fri 9/2612:08 pmKIN - ORD

1 stop22h 44mSpirit Airlines

Deal found 8/17

$367

Thu 9/185:46 pmORD - KIN

2 stops17h 16mSpirit Airlines

Mon 9/2212:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/16

$369

Wed 9/106:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Tue 9/1612:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/17

$379

Mon 9/156:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Mon 9/2212:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/17

$381

Fri 9/196:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Mon 9/2212:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/16

$382

Fri 10/36:29 amSTL - MBJ

1 stop8h 25mAmerican Airlines

Thu 10/163:20 pmMBJ - STL

1 stop8h 36mAmerican Airlines

Deal found 8/16

$384

Thu 9/116:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Tue 9/1612:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/17

$385

Best flights from Illinois to Jamaica
Discover carefully curated flight deals from Illinois to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2025.

Sun 8/3110:37 amSTL - MBJ

1 stop24h 37mSpirit Airlines

Wed 9/1012:10 pmMBJ - STL

1 stop21h 30mSpirit Airlines

Deal found 8/16

$354

Tue 11/119:00 amSTL - MBJ

1 stop6h 33mDelta

Tue 11/185:58 pmMBJ - STL

1 stop15h 12mDelta

Deal found 8/16

$359

Sat 10/188:00 pmSTL - MBJ

2 stops16h 00mAmerican Airlines

Tue 10/214:05 pmMBJ - STL

1 stop7h 00mAmerican Airlines

Deal found 8/17

$363

Sun 12/75:10 amORD - MBJ

1 stop9h 23mFrontier

Sat 12/134:53 pmMBJ - ORD

1 stop8h 15mFrontier

Deal found 8/17

$395

Fri 9/128:49 pmORD - MBJ

2 stops14h 16mMultiple Airlines

Tue 9/1612:10 pmMBJ - ORD

1 stop10h 38mMultiple Airlines

Deal found 8/17

$396

Tue 9/169:15 amSTL - KIN

1 stop27h 20mAir Canada

Tue 9/231:45 pmKIN - STL

1 stop25h 33mAir Canada

Deal found 8/17

$474

Fri 1/26:30 amPIA - MBJ

1 stop6h 16mUnited Airlines

Thu 1/292:48 pmMBJ - PIA

1 stop7h 43mUnited Airlines

Deal found 8/16

$674

Mon 11/106:00 amSTL - MBJ

1 stop7h 07mDelta

Thu 11/133:32 pmMBJ - STL

1 stop6h 17mDelta

Deal found 8/17

$359

Sat 10/187:29 pmORD - KIN

1 stop15h 40mSpirit Airlines

Sat 10/2512:14 pmKIN - ORD

1 stop11h 31mSpirit Airlines

Deal found 8/17

$359

Mon 11/107:58 pmSTL - MBJ

2 stops17h 16mAmerican Airlines

Thu 11/1311:15 amMBJ - STL

2 stops9h 14mAmerican Airlines

Deal found 8/17

$363

Wed 9/176:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Thu 9/2512:08 pmKIN - ORD

1 stop10h 40mSpirit Airlines

Deal found 8/17

$359

Mon 12/85:10 amORD - MBJ

1 stop9h 23mFrontier

Sat 12/134:53 pmMBJ - ORD

1 stop8h 15mFrontier

Deal found 8/16

$395

Last-minute flights from Illinois to Jamaica
Discover last-minute flight deals from Illinois to Jamaica. Data last updated August 18, 2025 and is based on user searches.

Sat 8/238:12 pmORD - MBJ

1 stop13h 05mSpirit Airlines

Sat 8/302:06 pmMBJ - ORD

2 stops9h 53mSpirit Airlines

Deal found 8/16

$398

Sat 8/235:05 amORD - MBJ

1 stop6h 09mSpirit Airlines

Tue 8/2612:19 pmMBJ - ORD

1 stop6h 48mSpirit Airlines

Deal found 8/16

$407

Sat 8/233:02 pmSTL - MBJ

2 stops18h 15mMultiple Airlines

Sat 8/3012:19 pmMBJ - STL

1 stop21h 21mMultiple Airlines

Deal found 8/16

$419

Sat 8/237:32 amSTL - MBJ

1 stop7h 53mAmerican Airlines

Sat 8/302:30 pmMBJ - STL

1 stop9h 29mAmerican Airlines

Deal found 8/16

$457

Sat 8/238:30 amORD - MBJ

Nonstop4h 01mAmerican Airlines

Sat 8/302:50 pmMBJ - ORD

1 stop16h 35mAmerican Airlines

Deal found 8/16

$460

Sun 8/2410:37 amSTL - MBJ

1 stop24h 37mSpirit Airlines

Sat 8/3012:19 pmMBJ - STL

1 stop21h 21mSpirit Airlines

Deal found 8/16

$402

Sun 8/248:30 amORD - MBJ

Nonstop4h 01mAmerican Airlines

Fri 8/292:00 pmMBJ - ORD

Nonstop4h 30mAmerican Airlines

Deal found 8/17

$430

Sun 8/245:05 amORD - MBJ

1 stop6h 09mSpirit Airlines

Fri 8/2912:19 pmMBJ - ORD

1 stop22h 12mSpirit Airlines

Deal found 8/16

$437

Sun 8/245:05 amORD - KIN

1 stop6h 22mSpirit Airlines

Sun 8/319:47 amKIN - ORD

1 stop14h 12mSpirit Airlines

Deal found 8/16

$457

Mon 8/255:05 amORD - MBJ

1 stop6h 09mSpirit Airlines

Sun 8/3110:22 amMBJ - ORD

1 stop8h 45mSpirit Airlines

Deal found 8/17

$463

Tue 8/265:05 amORD - KIN

1 stop6h 22mSpirit Airlines

Sun 9/712:08 pmKIN - ORD

1 stop22h 44mSpirit Airlines

Deal found 8/16

$423

Tue 8/265:05 amORD - KIN

1 stop6h 22mSpirit Airlines

Tue 9/212:32 pmKIN - ORD

1 stop21h 59mSpirit Airlines

Deal found 8/17

$448

One-way flights from Illinois to Jamaica
Search for one-way flight options from Illinois to Jamaica. Find affordable one-way fares based on user searches. Data last updated August 18, 2025.

Sat 9/206:44 pmORD - MBJ

1 stop16h 21mSpirit Airlines

Deal found 8/16

$98

Sat 9/136:44 pmORD - MBJ

1 stop16h 21mSpirit Airlines

Deal found 8/16

$105

Tue 9/165:05 amORD - MBJ

1 stop6h 00mSpirit Airlines

Deal found 8/16

$111

Mon 9/226:44 pmORD - MBJ

1 stop16h 21mSpirit Airlines

Deal found 8/16

$127

Mon 9/155:05 amORD - MBJ

1 stop6h 00mSpirit Airlines

Deal found 8/16

$129

Tue 11/185:05 amORD - MBJ

1 stop6h 00mSpirit Airlines

Deal found 8/17

$134

Sun 9/1410:35 amSTL - MBJ

1 stop24h 30mSpirit Airlines

Deal found 8/16

$138

Sat 12/65:05 amORD - MBJ

1 stop6h 00mSpirit Airlines

Deal found 8/16

$141

Sat 11/17:00 pmSTL - MBJ

1 stop17h 00mSpirit Airlines

Deal found 8/17

$145

Mon 9/86:44 pmORD - KIN

1 stop16h 18mSpirit Airlines

Deal found 8/16

$145

Wed 9/245:05 amORD - KIN

1 stop5h 57mSpirit Airlines

Deal found 8/16

$146

Mon 10/68:05 pmORD - MBJ

2 stops14h 55mSpirit Airlines

Deal found 8/17

$149

Fly from

Fly to

Route

Depart

Return

Price

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sun 8/31

10:37 am-11:14 am

1 stop24h 37m

Montego Bay Sangster Intl

Wed 9/10

12:10 pm-9:40 am

1 stop21h 30m

$354

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Tue 11/11

9:00 am-4:33 pm

1 stop6h 33m

Montego Bay Sangster Intl

Tue 11/18

5:58 pm-8:10 am

1 stop15h 12m

$359

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Mon 11/10

6:00 am-2:07 pm

1 stop7h 07m

Montego Bay Sangster Intl

Thu 11/13

3:32 pm-8:49 pm

1 stop6h 17m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 10/18

7:29 pm-11:09 am

1 stop15h 40m

Kingston Norman Manley

Sat 10/25

12:14 pm-11:45 pm

1 stop11h 31m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 9/17

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Thu 9/25

12:08 pm-10:48 pm

1 stop10h 40m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 10/14

7:29 pm-11:09 am

1 stop15h 40m

Kingston Norman Manley

Wed 10/29

12:14 pm-1:03 am

1 stop12h 49m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 9/9

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Tue 9/16

12:08 pm-10:48 pm

1 stop10h 40m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Mon 9/22

12:08 pm-10:48 pm

1 stop10h 40m

$359

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 9/18

6:44 pm-11:02 am

1 stop16h 18m

Kingston Norman Manley

Thu 10/2

12:08 pm-10:48 pm

1 stop10h 40m

$359

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 10/18

8:00 pm-12:00 pm

2 stops16h 00m

Montego Bay Sangster Intl

Tue 10/21

4:05 pm-11:05 pm

1 stop7h 00m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 60 results

...

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 $561). 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?

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.

Weekly flight availability from Illinois to Jamaica

The most flights from USIL to JM0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

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 $561). 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

Alternative routes for Illinois to Jamaica

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John F Kennedy Intl to Luis Munoz Marin Intl flights

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John F Kennedy Intl to Santo Domingo flights

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Dallas/Fort Worth to Luis Munoz Marin Intl flights

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Newark to Simpson Bay flights

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Boston to Punta Cana flights

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John F Kennedy Intl to Willemstad flights

John F Kennedy Intl to Castries flights

LaGuardia to Santiago de los Caballeros flights

Top 5 airlines flying from Illinois to Jamaica

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$266	Average$437	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$295	Average$813	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$420	Average$623	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$434	Average$673	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$555	Average$724	FlexibilityNo cancel fee	On-time63%

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$98+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.

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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 August 18, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Illinois to Jamaica

Cheapest flights from Illinois to JamaicaExplore 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 August 18, 2025.

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 August 18, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Illinois to Jamaica that are best for you.

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.

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?

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 August 18, 2025.

Weekly flight availability from Illinois to Jamaica

Explore weekly flight availability from Illinois to Jamaica. 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 August 18, 2025.

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.

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

How can I find direct flights from Illinois to Jamaica?

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

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Illinois to Jamaica

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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 August 18, 2025.