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$104+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap 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 December 26, 2025.

This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:30 pmORD - MBJ
1 stop15h 45mAir Canada
Sun 1/117:05 pmMBJ - ORD
1 stop24h 46mAir Canada
Deal found 12/25$440
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:30 pmORD - MBJ
1 stop15h 00mAir Canada
Sun 1/117:05 pmMBJ - ORD
1 stop24h 46mAir Canada
Deal found 12/25$443
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:55 pmORD - MBJ
1 stop20h 20mAir Canada
Fri 1/97:05 pmMBJ - ORD
1 stop26h 05mAir Canada
Deal found 12/25$459
This Air Canada deal was found by Cheapflights users on 12/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:00 pmORD - MBJ
1 stop21h 30mAir Canada
Fri 1/97:05 pmMBJ - ORD
1 stop26h 05mAir Canada
Deal found 12/25$462
This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amORD - MBJ
1 stop7h 24mMultiple Airlines
Sun 1/47:05 pmMBJ - ORD
2 stops24h 48mMultiple Airlines
Deal found 12/24$475
This Booking.com deal was found by Cheapflights users on 12/23. 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.
Wed 12/246:00 pmORD - MBJ
2 stops42h 15mMultiple Airlines
Mon 12/291:05 pmMBJ - ORD
1 stop6h 34mMultiple Airlines
Deal found 12/23$524
This Expedia deal was found by Cheapflights users on 12/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:39 pmORD - MBJ
1 stop20h 18mMultiple Airlines
Tue 12/301:05 pmMBJ - ORD
1 stop12h 25mMultiple Airlines
Deal found 12/23$539
This Priceline deal was found by Cheapflights users on 12/24. 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.
Thu 12/252:01 pmORD - MBJ
2 stops22h 14mMultiple Airlines
Tue 12/301:05 pmMBJ - ORD
1 stop12h 25mMultiple Airlines
Deal found 12/24$542
This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:01 pmORD - MBJ
2 stops22h 14mAir Canada
Sun 1/47:05 pmMBJ - ORD
2 stops24h 48mAir Canada
Deal found 12/24$545
This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 pmORD - MBJ
2 stops42h 10mAir Canada
Sun 1/47:05 pmMBJ - ORD
2 stops24h 48mAir Canada
Deal found 12/24$548
This Delta deal was found by Cheapflights users on 12/26. 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.
Fri 12/267:59 pmORD - MBJ
1 stop14h 06mDelta
Mon 12/2912:30 pmMBJ - ORD
1 stop12h 32mDelta
Deal found 12/26$551
This Kiwi.com deal was found by Cheapflights users on 12/24. 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 12/312:15 pmORD - KIN
2 stops20h 59mMultiple Airlines
Fri 1/91:17 pmKIN - ORD
1 stop23h 05mMultiple Airlines
Deal found 12/24$571

Find 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 December 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$332
(Cheapflightsfares)

One-way from

$104
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$617

Good round-trip deal

$472 or less

Good one-way deal

$215 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
Search Deals
One-way flight from Chicago O'Hare Intl to Jamaica
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 26, 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

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 2/4

5:32 pm-12:12 pm

1 stop17h 40m

Kingston Norman Manley

Sun 2/22

1:17 pm-11:22 am

1 stop23h 05m

$351

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 1/27

11:51 pm-11:15 am

1 stop10h 24m

Montego Bay Sangster Intl

Sat 1/31

12:17 pm-12:24 am

1 stop13h 07m

$379

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 1/27

5:30 am-3:20 pm

1 stop8h 50m

Montego Bay Sangster Intl

Tue 2/3

4:45 pm-11:56 pm

1 stop8h 11m

$391

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 1/28

5:30 am-3:20 pm

1 stop8h 50m

Montego Bay Sangster Intl

Thu 1/29

4:45 pm-11:56 pm

1 stop8h 11m

$391

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/18

5:30 am-3:20 pm

1 stop8h 50m

Montego Bay Sangster Intl

Wed 1/21

2:19 pm-11:56 pm

1 stop10h 37m

$391

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/18

7:00 am-2:12 pm

1 stop6h 12m

Montego Bay Sangster Intl

Wed 1/21

12:33 pm-10:38 pm

2 stops11h 05m

$396

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/26

7:35 pm-12:54 pm

2 stops16h 19m

Montego Bay Sangster Intl

Wed 2/4

4:45 pm-11:56 pm

1 stop8h 11m

$396

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/25

7:35 pm-3:20 pm

2 stops18h 45m

Montego Bay Sangster Intl

Wed 2/4

2:19 pm-11:56 pm

1 stop10h 37m

$396

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/26

5:35 pm-11:13 am

2 stops16h 38m

Montego Bay Sangster Intl

Tue 2/3

2:19 pm-11:56 pm

1 stop10h 37m

$396

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 1/25

1:58 pm-11:13 am

2 stops20h 15m

Montego Bay Sangster Intl

Tue 2/3

4:45 pm-11:56 pm

1 stop8h 11m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

Showing 1-10 of 39 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Jamaica (average of $193). Flying from Chicago O'Hare Intl Airport to Jamaica in March is currently the most expensive (average of $408). 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 December 26, 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 73% 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 December 26, 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
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,014 reviews
Delta
7.9
Good
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,115 reviews
Delta
7.9
Good
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,064 reviews
Delta
7.9
Good
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,207 reviews
Delta
7.9
Good
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Frontier
5.8
Fair
3,070 reviews
Delta
7.9
Good
8,014 reviews

Crew

8.5

Overall

7.9

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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, Copa Airlines, and Delta fly from Chicago O'Hare Intl Airport to Jamaica in about 8h 50m. The time it takes to get you to your destination can typically vary by up to 8h 50m. 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?

    $160 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $164 and $170, 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 $392, our data shows the cheapest flight currently is $161. When looking at the most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl), you can expect to pay $272 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Jamaica (average of $193). Flying from Chicago O'Hare Intl Airport to Jamaica in March is currently the most expensive (average of $408). 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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$174Average$413FlexibilityNo cancel feeOn-time65%
DeltaCheapest$186Average$744FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$356Average$608FlexibilityNo cancel feeOn-time69%
FrontierCheapest$379Average$878FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$430Average$670FlexibilityNo cancel feeOn-time71%

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