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Cheap flights from Chicago O'Hare Intl Airport to Jamaica from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Jamaica departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
6:00 am - 12:09 pm
ORD
-
KIN
6h 09m
1 stop
JetBlue Logo
3:05 pm - 11:31 pm
KIN
-
ORD
8h 26m
1 stop
$390JetBlue
Tue, Sep 22 - Fri, Sep 25
JetBlue Logo
7:00 am - 2:54 pm
ORD
-
MBJ
6h 54m
1 stop
JetBlue Logo
2:00 pm - 11:44 pm
MBJ
-
ORD
10h 44m
1 stop
$394JetBlue
Tue, Nov 3 - Wed, Nov 4
American Airlines Logo
6:00 am - 4:02 pm
ORD
-
KIN
10h 02m
1 stop
American Airlines Logo
5:08 pm - 12:32 am
KIN
-
ORD
7h 24m
1 stop
$398American Airlines
Tue, Sep 22 - Fri, Sep 25
American Airlines Logo
5:00 am - 4:02 pm
ORD
-
KIN
11h 02m
2 stops
American Airlines Logo
1:08 pm - 11:32 pm
KIN
-
ORD
10h 24m
1 stop
$403American Airlines
Sun, Sep 13 - Thu, Sep 17
JetBlue Logo
7:00 am - 12:45 pm
ORD
-
KIN
5h 45m
1 stop
JetBlue Logo
3:05 pm - 11:31 pm
KIN
-
ORD
8h 26m
1 stop
$410JetBlue
Wed, Sep 2 - Wed, Sep 16
JetBlue Logo
7:00 am - 1:51 pm
ORD
-
MBJ
6h 51m
1 stop
JetBlue Logo
2:53 pm - 11:44 pm
MBJ
-
ORD
8h 51m
1 stop
$413JetBlue
Sat, Oct 24 - Thu, Oct 29
JetBlue Logo
6:00 am - 12:09 pm
ORD
-
KIN
6h 09m
1 stop
JetBlue Logo
1:50 pm - 11:31 pm
KIN
-
ORD
9h 41m
1 stop
$417JetBlue
Sun, Sep 20 - Thu, Sep 24
Multiple Airlines Logo
7:00 am - 1:48 pm
ORD
-
MBJ
6h 48m
1 stop
Multiple Airlines Logo
2:20 pm - 2:52 pm
MBJ
-
ORD
25h 32m
1 stop
$432Multiple Airlines
Wed, Oct 28 - Sun, Nov 1
American Airlines Logo
9:00 am - 1:12 pm
ORD
-
MBJ
4h 12mnonstop
American Airlines Logo
2:12 pm - 6:55 pm
MBJ
-
ORD
4h 43mnonstop
$434American Airlines
Sun, Aug 16 - Thu, Aug 20
American Airlines Logo
8:37 am - 4:42 pm
ORD
-
KIN
8h 05m
1 stop
American Airlines Logo
2:00 pm - 10:31 pm
KIN
-
ORD
8h 31m
1 stop
$438American Airlines
Sun, Aug 23 - Sat, Aug 29

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JetBlue flights from Chicago O'Hare Intl Airport to Jamaica

Our best JetBlue deals on Chicago O'Hare Intl Airport to Jamaica flight tickets
JetBlue
Sep 22
ORD6:00 amChicago O'Hare Intl
6h 09m
1 stop
KIN12:09 pmKingston Norman Manley
Sep 25
KIN3:05 pmKingston Norman Manley
8h 26m
1 stop
ORD11:31 pmChicago O'Hare Intl
$390
JetBlue
Nov 3
ORD7:00 amChicago O'Hare Intl
6h 54m
1 stop
MBJ2:54 pmMontego Bay Sangster Intl
Nov 4
MBJ2:00 pmMontego Bay Sangster Intl
10h 44m
1 stop
ORD11:44 pmChicago O'Hare Intl
$394
JetBlue
Oct 24
ORD7:00 amChicago O'Hare Intl
6h 51m
1 stop
MBJ1:51 pmMontego Bay Sangster Intl
Oct 29
MBJ2:53 pmMontego Bay Sangster Intl
8h 51m
1 stop
ORD11:44 pmChicago O'Hare Intl
$413

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
Sep 13
ORD6:00 amChicago O'Hare Intl
10h 02m
1 stop
KIN4:02 pmKingston Norman Manley
Sep 17
KIN1:08 pmKingston Norman Manley
10h 24m
1 stop
ORD11:32 pmChicago O'Hare Intl
$398
American Airlines
Sep 13
ORD5:00 amChicago O'Hare Intl
11h 02m
2 stops
KIN4:02 pmKingston Norman Manley
Sep 17
KIN1:08 pmKingston Norman Manley
10h 48m
2 stops
ORD11:56 pmChicago O'Hare Intl
$403
American Airlines
Aug 16
ORD9:00 amChicago O'Hare Intl
4h 12m
MBJ1:12 pmMontego Bay Sangster Intl
Aug 20
MBJ2:12 pmMontego Bay Sangster Intl
4h 43m
ORD6:55 pmChicago O'Hare Intl
$434

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated June 29, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 9/22

6:00 am-12:09 pm

1 stop6h 09m

Kingston Norman Manley

Fri 9/25

3:05 pm-11:31 pm

1 stop8h 26m

$390

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 11/3

7:00 am-2:54 pm

1 stop6h 54m

Montego Bay Sangster Intl

Wed 11/4

2:00 pm-11:44 pm

1 stop10h 44m

$394

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 9/22

6:00 am-4:02 pm

1 stop10h 02m

Kingston Norman Manley

Fri 9/25

5:08 pm-12:32 am

1 stop7h 24m

$398

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 9/13

5:00 am-4:02 pm

2 stops11h 02m

Kingston Norman Manley

Thu 9/17

1:08 pm-11:32 pm

1 stop10h 24m

$403

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 9/2

7:00 am-12:45 pm

1 stop5h 45m

Kingston Norman Manley

Wed 9/16

3:05 pm-11:31 pm

1 stop8h 26m

$410

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 10/24

7:00 am-1:51 pm

1 stop6h 51m

Montego Bay Sangster Intl

Thu 10/29

2:53 pm-11:44 pm

1 stop8h 51m

$413

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 9/20

6:00 am-12:09 pm

1 stop6h 09m

Kingston Norman Manley

Thu 9/24

1:50 pm-11:31 pm

1 stop9h 41m

$417

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 10/28

7:00 am-1:48 pm

1 stop6h 48m

Montego Bay Sangster Intl

Sun 11/1

2:20 pm-2:52 pm

1 stop25h 32m

$432
Quickest round-trip

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 8/16

9:00 am-1:12 pm

Nonstop4h 12m

Montego Bay Sangster Intl

Thu 8/20

2:12 pm-6:55 pm

Nonstop4h 43m

$434

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 8/23

8:37 am-4:42 pm

1 stop8h 05m

Kingston Norman Manley

Sat 8/29

2:00 pm-10:31 pm

1 stop8h 31m

$438

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Jamaica from

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

What is the cheapest month to fly to Jamaica?

The cheapest month to fly to Jamaica from Chicago O'Hare Intl Airport is in January. Flight prices, which tend to average around $93, 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 January, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $111.

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 $492. 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 $622.

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 from Chicago O'Hare Intl Airport 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 $526 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 $468 on momondo.

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

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

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

$252

Fastest flight time

4h 00m

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 $252. The best round-trip flight deal from Chicago O'Hare Intl Airport to Jamaica found on momondo in the last 72 hours is $540.
The fastest flight from Chicago O'Hare Intl Airport to Jamaica takes 4h 00m
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

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

  • 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?

  • 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?

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
FrontierPriceFrom $144Free CancellationRating
5.6
2,855 reviews
Search Frontier flights
DeltaPriceFrom $162Free CancellationRating
7.8
8,449 reviews
Search Delta flights
JetBluePriceFrom $297Free CancellationRating
7.1
3,013 reviews
Search JetBlue flights
United AirlinesPriceFrom $297Free CancellationRating
7.4
9,894 reviews
Search United Airlines flights
American AirlinesPriceFrom $318Free CancellationRating
7.1
11,770 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

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