How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 4h 23m to fly from Jamaica to Chicago O'Hare Intl Airport if you fly out of Montego Bay (the most popular airport in Jamaica) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Kingston and into Chicago O'Hare Intl Airport, then the flight time is around 10h 07m.

What airlines fly to Chicago O'Hare Intl Airport?

American Airlines, United Airlines and JetBlue are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Jamaica according to our data. American Airlines is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Jamaica to Chicago O'Hare Intl?

American Airlines, Frontier, and JetBlue are the most popular carriers operating from Jamaica to Chicago O'Hare Intl

When did momondo last update prices for flights from Jamaica to Chicago O'Hare Intl Airport?

Prices for flights from Jamaica to Chicago O'Hare Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Jamaica to Chicago O'Hare Intl Airport?

As of October 2026, there are 3 operators available to choose from for flights from Jamaica to Chicago O'Hare Intl Airport.

How old do you have to be to fly from Jamaica to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$209 Cheap Flights from Jamaica to Chicago O'Hare Intl Airport in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jamaica to Chicago

Round-trip

One-way

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Recent round-trip flight deals from Jamaica to Chicago

Enter your travel dates to find the best prices.

4:43 pm - 12:13 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 30m1 stop Atlanta Hartsfield-Jackson

7:49 am - 12:56 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

28h 07m1 stop Atlanta Hartsfield-Jackson

$385Frontier

Thu, Nov 19 - Thu, Nov 26

4:43 pm - 12:13 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 30m1 stop Atlanta Hartsfield-Jackson

5:26 pm - 12:56 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

18h 30m1 stop Atlanta Hartsfield-Jackson

$385Frontier

Thu, Nov 19 - Thu, Nov 26

3:56 pm - 7:46 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 50mnonstop

4:43 pm - 10:15 amORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

16h 32m1 stop Miami

$396American Airlines

Wed, Nov 11 - Sat, Nov 14

4:43 pm - 9:14 amMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

17h 31m1 stop Atlanta Hartsfield-Jackson

5:26 pm - 12:56 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

18h 30m1 stop Atlanta Hartsfield-Jackson

$399Frontier

Thu, Nov 5 - Thu, Nov 26

3:22 pm - 10:30 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

8h 08m1 stop Charlotte Douglas

4:31 pm - 12:10 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

18h 39m1 stop New York John F Kennedy Intl

$406American Airlines

Wed, Nov 11 - Sat, Nov 14

3:49 pm - 7:45 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 56mnonstop

12:02 pm - 5:09 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

28h 07m1 stop Dallas/Fort Worth

$420American Airlines

Thu, Nov 19 - Thu, Nov 26

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Tue, Dec 22 - Sun, Jan 3

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Thu, Dec 24 - Sun, Jan 3

1:15 pm - 11:33 pmKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

11h 18m1 stop Fort Lauderdale

7:45 pm - 9:15 amORD Chicago O'Hare Intl-KIN Kingston Norman Manley

12h 30m1 stop Fort Lauderdale

$953JetBlue

Sun, Dec 27 - Sun, Jan 10

3:41 pm - 11:33 pmKIN Kingston Norman Manley-ORD Chicago O'Hare Intl

8h 52m1 stop Fort Lauderdale

7:00 am - 6:27 pmORD Chicago O'Hare Intl-KIN Kingston Norman Manley

10h 27m1 stop Fort Lauderdale

$958JetBlue

Tue, Dec 1 - Tue, Dec 29

Recent direct flight deals from Jamaica to Chicago

Enter your travel dates to find the best prices.

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Tue, Dec 22 - Sun, Jan 3

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Thu, Dec 24 - Sun, Jan 3

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Fri, Dec 25 - Sun, Jan 3

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Tue, Nov 24 - Tue, Dec 1

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$432United Airlines

Thu, Nov 12 - Mon, Nov 16

3:49 pm - 7:45 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 56mnonstop

9:37 am - 2:49 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 12mnonstop

$442American Airlines

Mon, Nov 23 - Sun, Nov 29

3:32 pm - 7:19 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 47mnonstop

9:19 am - 2:32 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 13mnonstop

$442American Airlines

Tue, Dec 22 - Thu, Dec 31

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$442United Airlines

Mon, Nov 23 - Sun, Nov 29

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$442United Airlines

Thu, Dec 24 - Fri, Jan 1

2:54 pm - 6:20 pmMBJ Montego Bay Sangster Intl-ORD Chicago O'Hare Intl

4h 26mnonstop

8:40 am - 1:48 pmORD Chicago O'Hare Intl-MBJ Montego Bay Sangster Intl

4h 08mnonstop

$442United Airlines

Sat, Nov 21 - Tue, Dec 1

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American Airlines flights from Jamaica to Chicago O'Hare Intl Airport

Our best American Airlines deals on Jamaica to Chicago O'Hare Intl Airport flight tickets

American Airlines

Nov 11

MBJ3:56 pmMontego Bay Sangster Intl

4h 50m

ORD7:46 pmChicago O'Hare Intl

Nov 14

ORD4:43 pmChicago O'Hare Intl

16h 32m

1 stop

MBJ10:15 amMontego Bay Sangster Intl

$396

American Airlines

Nov 11

MBJ3:22 pmMontego Bay Sangster Intl

8h 08m

1 stop

ORD10:30 pmChicago O'Hare Intl

Nov 14

ORD4:31 pmChicago O'Hare Intl

18h 39m

1 stop

MBJ12:10 pmMontego Bay Sangster Intl

$406

American Airlines

Nov 19

MBJ3:49 pmMontego Bay Sangster Intl

4h 56m

ORD7:45 pmChicago O'Hare Intl

Nov 26

ORD12:02 pmChicago O'Hare Intl

28h 07m

1 stop

MBJ5:09 pmMontego Bay Sangster Intl

$420

Delta flights from Jamaica to Chicago O'Hare Intl Airport

Our best Delta deals on Jamaica to Chicago O'Hare Intl Airport flight tickets

Delta

Nov 11

MBJ6:12 pmMontego Bay Sangster Intl

14h 37m

2 stops

ORD7:49 amChicago O'Hare Intl

Nov 14

ORD7:25 amChicago O'Hare Intl

8h 32m

2 stops

MBJ4:57 pmMontego Bay Sangster Intl

$457

Delta

Dec 24

MBJ12:27 pmMontego Bay Sangster Intl

8h 32m

1 stop

ORD7:59 pmChicago O'Hare Intl

Jan 1

ORD6:00 amChicago O'Hare Intl

14h 10m

1 stop

MBJ9:10 pmMontego Bay Sangster Intl

$462

Delta

Nov 6

MBJ5:44 pmMontego Bay Sangster Intl

7h 13m

1 stop

ORD11:57 pmChicago O'Hare Intl

Nov 10

ORD6:49 amChicago O'Hare Intl

9h 08m

1 stop

MBJ4:57 pmMontego Bay Sangster Intl

$466

momondo Fare Finder

Use the filters below to find and compare flights from Jamaica to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/19

4:43 pm-12:13 am

1 stop8h 30m

Chicago O'Hare Intl

Thu 11/26

7:49 am-12:56 pm

1 stop28h 07m

$385

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/19

4:43 pm-12:13 am

1 stop8h 30m

Chicago O'Hare Intl

Thu 11/26

5:26 pm-12:56 pm

1 stop18h 30m

$385

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Wed 11/11

3:56 pm-7:46 pm

Nonstop4h 50m

Chicago O'Hare Intl

Sat 11/14

4:43 pm-10:15 am

1 stop16h 32m

$396

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/5

4:43 pm-9:14 am

1 stop17h 31m

Chicago O'Hare Intl

Thu 11/26

5:26 pm-12:56 pm

1 stop18h 30m

$399

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Wed 11/11

3:22 pm-10:30 pm

1 stop8h 08m

Chicago O'Hare Intl

Sat 11/14

4:31 pm-12:10 pm

1 stop18h 39m

$406

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 11/19

3:49 pm-7:45 pm

Nonstop4h 56m

Chicago O'Hare Intl

Thu 11/26

12:02 pm-5:09 pm

1 stop28h 07m

$420

Quickest round-trip

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Tue 12/22

2:54 pm-6:20 pm

Nonstop4h 26m

Chicago O'Hare Intl

Sun 1/3

8:40 am-1:48 pm

Nonstop4h 08m

$432

Montego BayChicago

MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl

MBJORD

Montego Bay Sangster Intl

Thu 12/24

2:54 pm-6:20 pm

Nonstop4h 26m

Chicago O'Hare Intl

Sun 1/3

8:40 am-1:48 pm

Nonstop4h 08m

$432

KingstonChicago

KIN Kingston Norman Manley - ORD Chicago O'Hare Intl

KINORD

Kingston Norman Manley

Sun 12/27

1:15 pm-11:33 pm

1 stop11h 18m

Chicago O'Hare Intl

Sun 1/10

7:45 pm-9:15 am

1 stop12h 30m

$953

KingstonChicago

KIN Kingston Norman Manley - ORD Chicago O'Hare Intl

KINORD

Kingston Norman Manley

Tue 12/1

3:41 pm-11:33 pm

1 stop8h 52m

Chicago O'Hare Intl

Tue 12/29

7:00 am-6:27 pm

1 stop10h 27m

$958

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Jamaica to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Jamaica averaging around $300.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $416. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Jamaica because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $547.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Jamaica at noon is the least expensive time of day to depart. momondo users have found prices as low as $460 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $486. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Jamaica to Chicago O'Hare Intl flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Jamaica - Chicago O'Hare Intl flight prices

What cabin class options are available on Jamaica to Chicago O'Hare Intl Airport flights?

There are 2 cabin classes available to choose from on Jamaica to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jamaica to Chicago O'Hare Intl Airport flights?

You could potentially save up to 12% on your flight if you consider stops on a Jamaica to Chicago O'Hare Intl Airport flight.

Cheap Jamaica to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Chicago O'Hare Intl Airport

Best Price Found	$209
Fastest flight time	4h 23m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Jamaica in the past 72 hours is $209. The best round-trip flight deal from Jamaica to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $385.

The fastest flight from Jamaica to Chicago O'Hare Intl Airport takes 4h 23m

Direct flights go from Jamaica to Chicago O'Hare Intl Airport every day.

Search flight deals

Frequently asked questions about flying from Jamaica to Chicago O'Hare Intl Airport

When did momondo last update prices for flights from Jamaica to Chicago O'Hare Intl Airport?
Prices for flights from Jamaica to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Jamaica to Chicago O'Hare Intl Airport?
As of October 2026, there are 3 operators available to choose from for flights from Jamaica to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Jamaica to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Jamaica to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked plane model on the route from Jamaica to Chicago O'Hare Intl Airport is Boeing 737-800, representing 25.81% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 19.35%, Airbus A321-100/200 at 9.68%, and Boeing 737 at 9.68%.

Best airlines flying from Jamaica to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Jamaica to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $281	Free Cancellation	Rating 7.4 10,366 reviews	Search United Airlines flights
American Airlines	PriceFrom $281	Free Cancellation	Rating 7.0 12,169 reviews	Search American Airlines flights
JetBlue	PriceFrom $446	Free Cancellation	Rating 7.1 3,055 reviews	Search JetBlue flights

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Why should I use momondo to find a flight deal from Jamaica to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Jamaica to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Jamaica to Chicago with flexible booking policies on momondo?

All flight searches from Jamaica to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Jamaica to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Jamaica. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Jamaica to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Jamaica to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Jamaica to Chicago from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Chicago departing on 11/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Jamaica to Chicago O'Hare Intl Airport

Our best American Airlines deals on Jamaica to Chicago O'Hare Intl Airport flight tickets

Delta flights from Jamaica to Chicago O'Hare Intl Airport

Our best Delta deals on Jamaica to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Jamaica to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Jamaica to Chicago O'Hare Intl Airport

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Jamaica to Chicago O'Hare Intl flight route?

What cabin class options are available on Jamaica to Chicago O'Hare Intl Airport flights?

Can stopping save me money on Jamaica to Chicago O'Hare Intl Airport flights?

What is the cheapest airline that flies from Jamaica to Chicago O'Hare Intl?

What airlines fly to Chicago O'Hare Intl Airport?

How long does it take to fly to Chicago O'Hare Intl Airport?

Cheap Jamaica to Chicago O'Hare Intl Airport flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Jamaica to Chicago O'Hare Intl Airport

Best airlines flying from Jamaica to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Jamaica to Chicago O'Hare Intl Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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