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$111+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
mar 13 — mar 201
sex 3/13
sex 3/20
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 fevereiro 11, 2026.

This Mytrip deal was found by Cheapflights users on 2/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/312:44 pm
ORD
-
MBJ
3 stops22h 18m
Spirit Airlines
ter 3/1011:57 am
MBJ
-
ORD
1 stop7h 14m
Spirit Airlines
Deal found 2/9$364
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 4/174:28 pm
ORD
-
MBJ
1 stop19h 44m
Multiple Airlines
ter 4/2112:00 pm
MBJ
-
ORD
1 stop11h 41m
Multiple Airlines
Deal found 2/9$365
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 4/167:15 am
ORD
-
MBJ
1 stop6h 10m
American Airlines
qua 4/2210:17 am
MBJ
-
ORD
1 stop13h 37m
American Airlines
Deal found 2/9$366
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/18:42 pm
ORD
-
MBJ
2 stops14h 20m
Spirit Airlines
qua 3/1111:57 am
MBJ
-
ORD
1 stop9h 16m
Spirit Airlines
Deal found 2/9$367
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/278:16 pm
ORD
-
MBJ
1 stop14h 46m
Spirit Airlines
seg 3/21:00 pm
MBJ
-
ORD
1 stop23h 22m
Spirit Airlines
Deal found 2/10$369
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 4/161:35 pm
ORD
-
KIN
2 stops21h 30m
Spirit Airlines
ter 4/2112:00 pm
KIN
-
ORD
1 stop7h 48m
Spirit Airlines
Deal found 2/10$369
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/288:16 pm
ORD
-
MBJ
1 stop14h 46m
Spirit Airlines
ter 3/31:00 pm
MBJ
-
ORD
2 stops31h 47m
Spirit Airlines
Deal found 2/10$370
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/88:05 am
ORD
-
MBJ
Nonstop4h 06m
American Airlines
sáb 3/141:14 pm
MBJ
-
ORD
Nonstop4h 41m
American Airlines
Deal found 2/10$371
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/85:15 am
ORD
-
MBJ
1 stop5h 47m
Multiple Airlines
sáb 3/143:32 pm
MBJ
-
ORD
1 stop19h 20m
Multiple Airlines
Deal found 2/10$373
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/38:42 pm
ORD
-
MBJ
2 stops14h 20m
Spirit Airlines
dom 3/811:57 am
MBJ
-
ORD
2 stops31h 50m
Spirit Airlines
Deal found 2/9$374
This American Airlines deal was found by Cheapflights users on 2/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 3/710:15 pm
ORD
-
MBJ
1 stop14h 49m
American Airlines
sáb 3/141:14 pm
MBJ
-
ORD
Nonstop4h 41m
American Airlines
Deal found 2/9$375
This Air Canada deal was found by Cheapflights users on 2/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 6/175:35 pm
ORD
-
MBJ
1 stop17h 45m
Air Canada
dom 6/2112:30 pm
MBJ
-
ORD
1 stop20h 30m
Air Canada
Deal found 2/9$376

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 fevereiro 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$364
(Mytrip)

One-way from

$111
(Cheapflightsfares)

Popular in

June

Cheapest in

January

Average price

$546

Good round-trip deal

$484 or less

Good one-way deal

$224 or less
Provider with most accurate pricing for Chicago (CHI)-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Montego Bay Sangster Intl flights.
Search Deals
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. 7% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Jamaica.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Jamaica.
Search Deals

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 fevereiro 11, 2026.
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

ter 4/14

7:00 am-3:17 pm

2 stops8h 17m

Montego Bay Sangster Intl

qua 4/22

2:09 pm-9:25 pm

1 stop7h 16m

$367

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

qui 4/16

1:35 pm-11:05 am

2 stops21h 30m

Kingston Norman Manley

ter 4/21

12:00 pm-7:48 pm

1 stop7h 48m

$369

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

sex 4/3

6:00 am-3:10 pm

1 stop9h 10m

Montego Bay Sangster Intl

ter 4/7

4:12 pm-11:43 pm

1 stop7h 31m

$385

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 4/29

1:35 pm-11:02 am

2 stops21h 27m

Montego Bay Sangster Intl

sáb 5/2

12:00 pm-11:41 pm

1 stop11h 41m

$392

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 3/11

7:10 am-3:28 pm

2 stops8h 18m

Montego Bay Sangster Intl

ter 3/17

4:49 pm-9:10 am

2 stops16h 21m

$393

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qua 3/11

7:10 am-3:28 pm

2 stops8h 18m

Montego Bay Sangster Intl

qui 3/19

11:15 am-6:49 pm

1 stop7h 34m

$393

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

ter 3/10

9:50 am-3:28 pm

1 stop5h 38m

Montego Bay Sangster Intl

ter 3/17

4:49 pm-9:10 am

2 stops16h 21m

$393

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

ter 5/12

7:00 am-3:29 pm

2 stops8h 29m

Montego Bay Sangster Intl

dom 5/17

4:55 pm-11:59 pm

1 stop7h 04m

$394

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

qui 3/5

8:20 am-1:26 pm

Nonstop4h 06m

Montego Bay Sangster Intl

dom 3/8

1:27 pm-12:38 am

1 stop11h 11m

$397

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

dom 4/5

5:05 am-11:05 am

1 stop6h 00m

Montego Bay Sangster Intl

dom 4/12

3:38 pm-10:50 am

1 stop19h 12m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 27 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 $95). Flying from Chicago O'Hare Intl Airport to Jamaica in August is currently the most expensive (average of $392). 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 fevereiro 11, 2026.

When flying from Chicago O'Hare Intl Airport to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 fevereiro 11, 2026.
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
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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
8,175 reviews
Delta
7.9
Good
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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
9,274 reviews
Delta
7.9
Good
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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
11,266 reviews
Delta
7.9
Good
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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
8,443 reviews
Delta
7.9
Good
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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
5.7
Fair
3,052 reviews
Delta
7.9
Good
8,175 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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 Delta, Spirit Airlines, and United Airlines fly from Chicago O'Hare Intl Airport to Jamaica in about 8h 17m. The time it takes to get you to your destination can typically vary by up to 13h 13m. 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?

    $98 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $157 and $164, 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 $390, our data shows the cheapest flight currently is $170. When looking at the most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl), you can expect to pay $269 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 $95). Flying from Chicago O'Hare Intl Airport to Jamaica in August is currently the most expensive (average of $392). 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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Midway to Santo Domingo flights
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O'Hare Intl to Santiago de los Caballeros flights
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O'Hare Intl to St. George's flights
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Midway to Castries flights
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Midway to Kingston flights
O'Hare Intl to Castries flights
Midway to Santiago de los Caballeros flights
Midway to St. John's flights
Midway to Georgetown flights

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 fevereiro 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$441FlexibilityNo cancel feeOn-time65%
FrontierCheapest$144Average$878FlexibilityNo cancel feeOn-time62%
DeltaCheapest$178Average$598FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$356Average$601FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$412Average$680FlexibilityNo cancel feeOn-time71%

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