How many flights depart from Chicago O'Hare Intl Airport to Jamaica on average per week?

7 flights are operational weekly from Chicago O'Hare Intl Airport to Jamaica as of December 2025. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

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

Spirit Airlines, Arajet, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Jamaica

How many flights depart from Chicago O'Hare Intl Airport to Jamaica on average per day?

The number of flights available between Chicago O'Hare Intl Airport and Jamaica is 1 per day as of December 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

What airlines fly to Jamaica?

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Jamaica from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 5 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Chicago O'Hare Intl Airport to Jamaica are updated daily.

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

There are 5 operators available for flights from Chicago O'Hare Intl Airport to Jamaica as of December 2025.

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

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 Chicago O'Hare Intl Airport to Jamaica.

What documentation or ID do you need to fly to Jamaica?

The necessary travel and health documents for your Jamaica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$104 Cheap Flights from Chicago O'Hare Intl Airport to Jamaica in 2025/26

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:32 pm - 12:12 pm

ORD

KIN

17h 40m1 stop

1:17 pm - 11:47 pm

KIN

ORD

11h 30m1 stop

$332Spirit Airlines

Wed, Jan 21 - Mon, Feb 23

5:32 pm - 12:12 pm

ORD

KIN

17h 40m1 stop

1:17 pm - 11:05 pm

KIN

ORD

10h 48m1 stop

$343Multiple Airlines

Wed, Feb 4 - Thu, Feb 26

3:05 pm - 12:12 pm

ORD

KIN

20h 07m1 stop

1:17 pm - 11:24 pm

KIN

ORD

11h 07m1 stop

$347Multiple Airlines

Sun, Feb 1 - Fri, Feb 27

5:32 pm - 12:12 pm

ORD

KIN

17h 40m1 stop

1:17 pm - 11:22 am

KIN

ORD

23h 05m1 stop

$351Spirit Airlines

Wed, Feb 4 - Sun, Feb 22

3:05 pm - 12:12 pm

ORD

KIN

20h 07m1 stop

1:17 pm - 9:13 pm

KIN

ORD

8h 56m1 stop

$355Multiple Airlines

Sun, Feb 1 - Mon, Feb 23

8:43 pm - 12:12 pm

ORD

KIN

14h 29m1 stop

1:17 pm - 11:22 am

KIN

ORD

23h 05m1 stop

$363Spirit Airlines

Thu, Feb 5 - Sun, Feb 22

10:14 am - 3:27 pm

ORD

MBJ

4h 13mnonstop

4:38 pm - 8:15 pm

MBJ

ORD

4h 37mnonstop

$377American Airlines

Mon, Feb 9 - Wed, Feb 18

7:56 pm - 1:34 pm

ORD

MBJ

16h 38m1 stop

3:12 pm - 6:51 pm

MBJ

ORD

4h 39mnonstop

$381American Airlines

Sat, Jan 24 - Thu, Jan 29

8:20 pm - 11:20 am

ORD

MBJ

15h 00m1 stop

12:30 pm - 9:00 am

MBJ

ORD

20h 30m1 stop

$382Air Canada

Tue, Jun 16 - Sun, Jun 21

9:55 am - 11:20 am

ORD

MBJ

25h 25m1 stop

12:15 pm - 8:08 pm

MBJ

ORD

31h 53m2 stops

$385Air Canada

Fri, Jun 5 - Wed, Jun 10

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

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

American Airlines

Feb 9

ORD10:14 amChicago O'Hare Intl

4h 13m

MBJ3:27 pmMontego Bay Sangster Intl

Feb 18

MBJ4:38 pmMontego Bay Sangster Intl

4h 37m

ORD8:15 pmChicago O'Hare Intl

$377

Find similar

American Airlines

Jan 24

ORD7:56 pmChicago O'Hare Intl

16h 38m

1 stop

MBJ1:34 pmMontego Bay Sangster Intl

Jan 29

MBJ3:12 pmMontego Bay Sangster Intl

4h 39m

ORD6:51 pmChicago O'Hare Intl

$381

Find similar

American Airlines

Jan 18

ORD10:09 amChicago O'Hare Intl

4h 13m

MBJ3:22 pmMontego Bay Sangster Intl

Jan 21

MBJ1:58 pmMontego Bay Sangster Intl

10h 10m

1 stop

ORD11:08 pmChicago O'Hare Intl

$387

Find similar

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

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

Spirit Airlines

Jan 21

ORD5:32 pmChicago O'Hare Intl

17h 40m

1 stop

KIN12:12 pmKingston Norman Manley

Feb 23

KIN1:17 pmKingston Norman Manley

11h 30m

1 stop

ORD11:47 pmChicago O'Hare Intl

$332

Find similar

Spirit Airlines

Feb 4

ORD5:32 pmChicago O'Hare Intl

17h 40m

1 stop

KIN12:12 pmKingston Norman Manley

Feb 22

KIN1:17 pmKingston Norman Manley

23h 05m

1 stop

ORD11:22 amChicago O'Hare Intl

$351

Find similar

Spirit Airlines

Feb 5

ORD8:43 pmChicago O'Hare Intl

14h 29m

1 stop

KIN12:12 pmKingston Norman Manley

Feb 23

KIN1:17 pmKingston Norman Manley

11h 30m

1 stop

ORD11:47 pmChicago O'Hare Intl

$363

Find similar

momondo Fare Finder

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

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Fly to

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 1/21

5:32 pm-12:12 pm

1 stop17h 40m

Kingston Norman Manley

Mon 2/23

1:17 pm-11:47 pm

1 stop11h 30m

$332

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 2/4

5:32 pm-12:12 pm

1 stop17h 40m

Kingston Norman Manley

Thu 2/26

1:17 pm-11:05 pm

1 stop10h 48m

$343

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 2/1

3:05 pm-12:12 pm

1 stop20h 07m

Kingston Norman Manley

Fri 2/27

1:17 pm-11:24 pm

1 stop11h 07m

$347

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

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 2/1

3:05 pm-12:12 pm

1 stop20h 07m

Kingston Norman Manley

Mon 2/23

1:17 pm-9:13 pm

1 stop8h 56m

$355

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 2/5

8:43 pm-12:12 pm

1 stop14h 29m

Kingston Norman Manley

Sun 2/22

1:17 pm-11:22 am

1 stop23h 05m

$363

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 2/9

10:14 am-3:27 pm

Nonstop4h 13m

Montego Bay Sangster Intl

Wed 2/18

4:38 pm-8:15 pm

Nonstop4h 37m

$377

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 1/24

7:56 pm-1:34 pm

1 stop16h 38m

Montego Bay Sangster Intl

Thu 1/29

3:12 pm-6:51 pm

Nonstop4h 39m

$381

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 6/16

8:20 pm-11:20 am

1 stop15h 00m

Montego Bay Sangster Intl

Sun 6/21

12:30 pm-9:00 am

1 stop20h 30m

$382

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 6/5

9:55 am-11:20 am

1 stop25h 25m

Montego Bay Sangster Intl

Wed 6/10

12:15 pm-8:08 pm

2 stops31h 53m

$385

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 Chicago O'Hare Intl Airport to Jamaica

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 Jamaica?

The cheapest month to fly to Jamaica from Chicago O'Hare Intl Airport is in October. Flight prices, which tend to average around $503, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of October, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $511.

What is the cheapest day to depart on your flight to Jamaica?

The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $544. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $686.

What is the cheapest time of day to depart on your flight to Jamaica?

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Chicago O'Hare Intl Airport to Jamaica during this time can be as low as $287. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $602 per ticket.

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

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

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $581 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Chicago O'Hare Intl Airport for as low as $546 on momondo.

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

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Jamaica 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 Chicago O'Hare Intl Airport to Jamaica flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Jamaica.

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

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

Best Price Found	$215
Fastest flight time	3h 59m
Direct flights	Every day
Airports in Jamaica	11 airports

The best one-way flight to Jamaica from Chicago O'Hare Intl Airport in the past 72 hours is $215. The best round-trip flight deal from Chicago O'Hare Intl Airport to Jamaica found on momondo in the last 72 hours is $472.

The fastest flight from Chicago O'Hare Intl Airport to Jamaica takes 3h 59m

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

There are 11 airports in Jamaica. From Chicago O'Hare Intl Airport there are direct flights to Montego Bay Sangster Intl (MBJ).

Search flight deals

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Jamaica?
Prices for flights from Chicago O'Hare Intl Airport to Jamaica are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Jamaica?
There are 5 operators available for flights from Chicago O'Hare Intl Airport to Jamaica as of December 2025.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Jamaica?
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 Chicago O'Hare Intl Airport to Jamaica.
What documentation or ID do you need to fly to Jamaica?
The necessary travel and health documents for your Jamaica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Jamaica?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Jamaica, the leading plane model is Boeing 737-800, making up 56.75% of the total bookings. Other popular models include Boeing 737 MAX 8 with 36.14%, Airbus A321-100/200 with 4.94%, and Airbus A220-300 with 0.60%.

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

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $174	Free Cancellation	Rating 6.3 8,204 reviews	Search Spirit Airlines flights
Delta	PriceFrom $186	Free Cancellation	Rating 7.9 8,013 reviews	Search Delta flights
United Airlines	PriceFrom $356	Free Cancellation	Rating 7.4 9,115 reviews	Search United Airlines flights
Frontier	PriceFrom $379	Free Cancellation	Rating 5.8 3,070 reviews	Search Frontier flights
American Airlines	PriceFrom $430	Free Cancellation	Rating 7.2 11,062 reviews	Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to Jamaica flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Jamaica that suits you.

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

Flights from Chicago to Jamaica with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Jamaica from Chicago.

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

If you are simply researching potential flights to Jamaica, momondo offers a useful price alert feature which will track prices for flights to Jamaica from Chicago and alert you when they change.

An easier way to manage your Jamaica 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.

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Popular cities in Jamaica

Flights to Montego Bayfrom $217

Flights to Kingstonfrom $252

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Chicago O'Hare Intl Airport flight routes

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Cheap flights from Chicago O'Hare Intl Airport to Jamaica from $104

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Find the cheapest flights from Chicago O'Hare Intl Airport to Jamaica

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

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

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

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momondo Fare Finder

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

See travel insights to Jamaica from

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

What is the cheapest month to fly to Jamaica?

What is the cheapest day to depart on your flight to Jamaica?

What is the cheapest time of day to depart on your flight to Jamaica?

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Chicago O'Hare Intl Airport to Jamaica during this time can be as low as $287. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $602 per ticket.

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

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

How far in advance should I book a flight to Jamaica?

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

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Jamaica 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 Chicago O'Hare Intl Airport to Jamaica flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Jamaica.

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

Spirit Airlines, Arajet, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Jamaica

What airlines fly to Jamaica?

How many flights depart from Chicago O'Hare Intl Airport to Jamaica on average per day?

The number of flights available between Chicago O'Hare Intl Airport and Jamaica is 1 per day as of December 2025. The most frequent departure time is 9:00AM, with 100% of daily flights leaving at noon.

How many flights depart from Chicago O'Hare Intl Airport to Jamaica on average per week?

7 flights are operational weekly from Chicago O'Hare Intl Airport to Jamaica as of December 2025. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

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

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

Best Price Found

Fastest flight time

Direct flights

Airports in Jamaica

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

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

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

What documentation or ID do you need to fly to Jamaica?

What is the most popular plane model from Chicago O'Hare Intl Airport to Jamaica?

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

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

Why use momondo?

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

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

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

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

An easier way to manage your Jamaica 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 Jamaica

Popular cities in Jamaica

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