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O'Hare Intl

$154+ Cheap flights from Jamaica to O'Hare Intl (ORD)

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — ORD
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Jamaica to O'Hare Intl

Cheapest flights from Jamaica to O'Hare Intl
Explore the most affordable flight options available from Jamaica to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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 12/231:05 pmMBJ - ORD
1 stop12h 25mSpirit Airlines
Fri 1/25:00 amORD - MBJ
1 stop6h 05mSpirit Airlines
Deal found 12/20$413
This Priceline deal was found by Cheapflights users on 12/20. 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.
Tue 12/231:05 pmMBJ - ORD
1 stop12h 25mMultiple Airlines
Fri 1/22:01 pmORD - MBJ
2 stops22h 09mMultiple Airlines
Deal found 12/20$458
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/241:19 pmKIN - ORD
1 stop26h 43mMultiple Airlines
Fri 1/25:45 amORD - KIN
2 stops53h 29mMultiple Airlines
Deal found 12/22$466
This Expedia deal was found by Cheapflights users on 12/22. 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 12/241:19 pmKIN - ORD
1 stop6h 20mSpirit Airlines
Fri 1/25:00 amORD - KIN
1 stop6h 14mSpirit Airlines
Deal found 12/22$478
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/234:27 pmMBJ - ORD
Nonstop4h 37mAmerican Airlines
Fri 1/210:11 amORD - MBJ
Nonstop4h 13mAmerican Airlines
Deal found 12/20$500
This Delta deal was found by Cheapflights users on 12/21. 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 12/262:23 pmMBJ - ORD
1 stop7h 51mDelta
Sun 12/286:45 amORD - MBJ
1 stop12h 56mDelta
Deal found 12/21$506
This oojo deal was found by Cheapflights users on 12/21. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/271:19 pmKIN - ORD
1 stop22h 55mSpirit Airlines
Sat 1/35:00 amORD - KIN
1 stop6h 14mSpirit Airlines
Deal found 12/21$556
This Booking.com deal was found by Cheapflights users on 12/20. 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.
Tue 12/232:15 pmMBJ - ORD
2 stops25h 40mAir Canada
Fri 1/26:00 pmORD - MBJ
2 stops18h 10mAir Canada
Deal found 12/20$570
This Priceline deal was found by Cheapflights users on 12/21. 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.
Fri 12/262:15 pmMBJ - ORD
2 stops18h 50mMultiple Airlines
Sun 12/286:00 amORD - MBJ
1 stop7h 54mMultiple Airlines
Deal found 12/21$572
This Booking.com deal was found by Cheapflights users on 12/22. 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.
Sat 12/278:25 pmKIN - ORD
1 stop25h 45mMultiple Airlines
Sat 1/310:27 amORD - KIN
1 stop8h 13mMultiple Airlines
Deal found 12/22$610
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Fri 12/263:51 pmMBJ - ORD
Nonstop4h 38mAmerican Airlines
Sun 12/2810:11 amORD - MBJ
Nonstop4h 13mAmerican Airlines
Deal found 12/21$650
This Air Canada deal was found by Cheapflights users on 12/21. 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.
Fri 12/262:15 pmMBJ - ORD
2 stops18h 50mAir Canada
Sun 12/286:00 pmORD - MBJ
2 stops18h 15mAir Canada
Deal found 12/21$711

Find flight deals from Jamaica to O'Hare Intl

Keep the following information in mind while searching for Jamaica to O'Hare Intl flight deals. Data was last updated December 23, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$304
(Cheapflightsfares)

One-way from

$154
(Trip.com)

Popular in

February

Cheapest in

November

Average price

$441

Good round-trip deal

$433 or less

Good one-way deal

$235 or less
Provider with most accurate pricing for Montego Bay Sangster Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Chicago (CHI) flights.
Search Deals
From Jamaica to Chicago O'Hare Intl
Search Deals
One-way flight from Jamaica to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Jamaica to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Jamaica to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jamaica to O'Hare Intl 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 23, 2025.
Use the filters below to find and compare flights from Jamaica to Chicago O'Hare Intl Airport that are best for you.

Fly from

Jamaica

Fly to

O'Hare Intl

Route

Depart

Return

Price

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 1/18

12:57 pm-9:03 pm

1 stop9h 06m

Chicago O'Hare Intl

Sun 1/25

5:15 am-12:02 pm

1 stop5h 47m

$304

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 2/1

1:17 pm-11:47 pm

1 stop11h 30m

Chicago O'Hare Intl

Mon 2/2

5:15 am-12:12 pm

1 stop5h 57m

$323

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/6

9:00 am-8:16 pm

1 stop11h 16m

Chicago O'Hare Intl

Sun 5/10

7:10 am-8:05 pm

1 stop12h 55m

$400

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/13

12:00 pm-11:41 pm

1 stop11h 41m

Chicago O'Hare Intl

Tue 5/26

5:15 am-11:05 am

1 stop5h 50m

$407

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/6

12:55 pm-11:50 pm

2 stops10h 55m

Chicago O'Hare Intl

Sun 5/10

5:00 am-11:05 am

1 stop6h 05m

$413

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 3/1

7:05 pm-8:10 pm

1 stop26h 05m

Chicago O'Hare Intl

Sun 3/22

7:15 am-5:05 pm

1 stop9h 50m

$432

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 3/1

5:20 pm-12:35 pm

1 stop20h 15m

Chicago O'Hare Intl

Sun 3/22

8:05 am-12:14 pm

Nonstop4h 09m

$436

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 2/6

1:39 pm-12:30 am

1 stop11h 51m

Chicago O'Hare Intl

Fri 2/13

7:13 pm-10:17 am

1 stop14h 04m

$459

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 2/5

3:12 pm-6:51 pm

Nonstop4h 39m

Chicago O'Hare Intl

Thu 2/12

10:25 am-3:31 pm

Nonstop4h 06m

$465

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sun 2/1

1:17 pm-10:46 pm

2 stops10h 29m

Chicago O'Hare Intl

Mon 2/2

5:15 am-12:12 pm

1 stop5h 57m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 28 results
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Best time to book a flight from Jamaica to O'Hare Intl

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

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

Currently, October is the cheapest month in which you can book a flight from Jamaica to Chicago O'Hare Intl Airport (average of $289). Flying from Jamaica to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $477). 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 JM to ORD?

Find hourly flight availability from Jamaica to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

A simple way to save on the total cost of your ticket is to fly from Jamaica to Chicago O'Hare Intl Airport in the morning. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated December 23, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines, and Spirit Airlines from Jamaica to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,107 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,107 reviews
United Airlines
7.4
Good
9,107 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,051 reviews
United Airlines
7.4
Good
9,107 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Spirit Airlines
6.3
Okay
8,194 reviews
United Airlines
7.4
Good
9,107 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

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

    Spirit Airlines, Delta, and American Airlines can get you from Jamaica to Chicago O'Hare Intl Airport in just under 9h 06m. Your travel time can differ by up to 2h 10m. The distance from Jamaica to Chicago O'Hare Intl Airport is about 1724 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Jamaica to Chicago O'Hare Intl Airport are Spirit Airlines ($182), Frontier ($198), and United Airlines ($216).

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

    While on average a flight from Jamaica to Chicago O'Hare Intl Airport is generally $347, our data shows the cheapest flight currently is $212. When looking at the most popular route, (Montego Bay Sangster Intl - Chicago O'Hare Intl), you can expect to pay $232 for that flight.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Jamaica to Chicago O'Hare Intl Airport (average of $289). Flying from Jamaica to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $477). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Elgin
Naperville
Hoffman Estates
Beloit
Delavan
Oak Brook
Downers Grove
Des Plaines
Elk Grove Village
Skokie
Lake Geneva
Bridgeview
Kenosha
Warrenville
Waukegan
Aurora
Evanston

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Alternative routes for Jamaica to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Jamaica to O'Hare Intl

Discover the top 3 airlines that operate flights from Jamaica to O'Hare Intl. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$256Average$371FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$348Average$512FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$349Average$480FlexibilityNo cancel feeOn-time69%

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