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$114+ Cheap flights from O'Hare Intl (ORD) 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from O'Hare Intl to Jamaica

Cheapest flights from O'Hare Intl to Jamaica
Explore the most affordable flight options available from O'Hare Intl to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

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.
Sun 12/145:00 amORD - MBJ
1 stop6h 10mSpirit Airlines
Sun 12/211:05 pmMBJ - ORD
1 stop12h 25mSpirit Airlines
Deal found 10/30$354
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:00 amORD - MBJ
1 stop6h 02mSpirit Airlines
Fri 12/191:05 pmMBJ - ORD
1 stop6h 34mSpirit Airlines
Deal found 10/30$355
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:42 amORD - MBJ
Nonstop4h 04mUnited Airlines
Fri 12/192:48 pmMBJ - ORD
Nonstop4h 25mUnited Airlines
Deal found 10/30$356
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Thu 11/205:00 amORD - MBJ
1 stop6h 02mSpirit Airlines
Sun 11/231:07 pmMBJ - ORD
1 stop11h 06mSpirit Airlines
Deal found 10/29$360
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 12/17:17 pmORD - MBJ
1 stop14h 00mAmerican Airlines
Fri 12/53:12 pmMBJ - ORD
Nonstop4h 47mAmerican Airlines
Deal found 10/29$361
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:23 amORD - MBJ
1 stop10h 11mDelta
Thu 12/111:55 pmMBJ - ORD
2 stops23h 15mDelta
Deal found 10/29$362
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Tue 12/25:00 amORD - MBJ
1 stop6h 02mMultiple Airlines
Sun 12/712:13 pmMBJ - ORD
1 stop25h 39mMultiple Airlines
Deal found 10/29$363
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
Tue 11/45:10 amORD - MBJ
1 stop5h 52mSpirit Airlines
Sun 11/91:07 pmMBJ - ORD
1 stop12h 20mSpirit Airlines
Deal found 10/29$365
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Wed 11/193:26 pmORD - MBJ
1 stop19h 36mSpirit Airlines
Thu 11/271:07 pmMBJ - ORD
1 stop8h 20mSpirit Airlines
Deal found 10/29$366
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1310:15 amORD - MBJ
Nonstop4h 07mAmerican Airlines
Thu 12/183:45 pmMBJ - ORD
1 stop8h 30mAmerican Airlines
Deal found 10/30$367
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sun 12/143:20 pmORD - KIN
1 stop19h 54mMultiple Airlines
Wed 12/241:19 pmKIN - ORD
1 stop26h 43mMultiple Airlines
Deal found 10/28$368
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/125:10 amORD - KIN
1 stop5h 51mSpirit Airlines
Wed 11/191:06 pmKIN - ORD
1 stop12h 21mSpirit Airlines
Deal found 10/28$369

Cheap flight deals from O'Hare Intl to Jamaica

Keep the following information in mind while searching for O'Hare Intl to Jamaica flight deals. Data was last updated October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$353
(Kiwi.com)

One-way from

$114
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$581

Good round-trip deal

$422 or less

Good one-way deal

$195 or less
Provider with most accurate pricing for Chicago (CHI)-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Montego Bay Sangster Intl flights.
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From Chicago O'Hare Intl to Jamaica
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One-way flight from Chicago O'Hare Intl to Jamaica
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Jamaica.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Jamaica.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 October 30, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Jamaica that are best for you.

Fly from

O'Hare Intl

Fly to

Jamaica

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/11

5:05 am-12:05 pm

1 stop6h 00m

Montego Bay Sangster Intl

Sun 1/25

1:12 pm-11:42 pm

1 stop11h 30m

$353

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 11/13

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Sun 11/16

2:48 pm-6:13 pm

Nonstop4h 25m

$356

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 12/2

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Sat 12/6

2:48 pm-6:13 pm

Nonstop4h 25m

$356

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/11

6:05 am-2:37 pm

1 stop7h 32m

Montego Bay Sangster Intl

Sun 1/25

2:48 pm-6:13 pm

Nonstop4h 25m

$361

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 1/7

6:05 am-2:37 pm

1 stop7h 32m

Montego Bay Sangster Intl

Wed 1/14

2:48 pm-6:13 pm

Nonstop4h 25m

$361

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 12/2

5:30 am-4:33 pm

1 stop10h 03m

Montego Bay Sangster Intl

Wed 12/10

1:55 pm-9:39 pm

1 stop8h 44m

$362

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/11

10:09 am-3:22 pm

Nonstop4h 13m

Montego Bay Sangster Intl

Sun 1/25

3:12 pm-6:51 pm

Nonstop4h 39m

$362

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 12/1

5:23 am-4:34 pm

1 stop10h 11m

Montego Bay Sangster Intl

Thu 12/11

1:55 pm-12:10 pm

2 stops23h 15m

$362

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 1/13

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Sat 1/17

3:55 pm-10:59 pm

1 stop8h 04m

$367

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 11/12

5:10 am-12:01 pm

1 stop5h 51m

Kingston Norman Manley

Wed 11/19

1:06 pm-12:27 am

1 stop12h 21m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 40 results
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Best time to book a flight from O'Hare Intl to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from O'Hare Intl 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 Chicago O'Hare Intl Airport to Jamaica

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Jamaica?

Currently, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Jamaica (average of $258). Flying from Chicago O'Hare Intl Airport to Jamaica in March is currently the most expensive (average of $419). 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 ORD to JM?

Find hourly flight availability from O'Hare Intl 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 October 30, 2025.

When flying from Chicago O'Hare Intl Airport to Jamaica, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 68% versus a flight in the evening.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Jamaica?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Jamaica. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Jamaica flight should consider departing on Sunday at noon when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated October 30, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Jamaica, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Frontier
5.8
Fair
3,122 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl Airport to Jamaica?

    Airlines like Spirit Airlines and United Airlines fly from Chicago O'Hare Intl Airport to Jamaica in about 4h 04m. The time it takes to get you to your destination can typically vary by up to 1h 56m. The distance from Chicago O'Hare Intl Airport to Jamaica is about 1724 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Jamaica one-way?

    $153 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $153 and $157, respectively.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Jamaica?

    While on average a flight from Chicago O'Hare Intl Airport to Jamaica is generally $786, our data shows the cheapest flight currently is $157. When looking at the most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl), you can expect to pay $289 for that flight.

  • Can I find deals for flights from O'Hare Intl to Jamaica that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Jamaica?

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

  • Can I find deals for business class flights from O'Hare Intl to Jamaica?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Jamaica?

    Currently, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Jamaica (average of $258). Flying from Chicago O'Hare Intl Airport to Jamaica in March is currently the most expensive (average of $419). 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 O'Hare Intl to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from O'Hare Intl to Jamaica

Discover the top 5 airlines that operate flights from O'Hare Intl 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$186Average$749FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$245Average$449FlexibilityNo cancel feeOn-time65%
FrontierCheapest$333Average$878FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$375Average$627FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$656FlexibilityNo cancel feeOn-time71%

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