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Cheap flights from Chicago O'Hare Intl Airport to Jamaica from $111

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 2/24. 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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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.
Spirit Airlines Logo
12:44 pm - 12:02 pm
ORD
-
MBJ
22h 18m
3 stops
Spirit Airlines Logo
11:57 am - 7:11 pm
MBJ
-
ORD
7h 14m
1 stop
$364Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
4:28 pm - 12:12 pm
ORD
-
MBJ
19h 44m
1 stop
Multiple Airlines Logo
12:00 pm - 11:41 pm
MBJ
-
ORD
11h 41m
1 stop
$365Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
6:05 am - 1:25 pm
ORD
-
MBJ
7h 20m
1 stop
American Airlines Logo
4:37 pm - 12:25 am
MBJ
-
ORD
7h 48m
1 stop
$366American Airlines
Thu, Apr 16 - Wed, Apr 22
Spirit Airlines Logo
8:42 pm - 12:02 pm
ORD
-
MBJ
14h 20m
2 stops
Spirit Airlines Logo
1:00 pm - 11:47 pm
MBJ
-
ORD
11h 47m
1 stop
$367Spirit Airlines
Sun, Mar 1 - Fri, Mar 6
Spirit Airlines Logo
5:05 am - 11:05 am
ORD
-
MBJ
6h 00m
1 stop
Spirit Airlines Logo
12:00 pm - 7:51 pm
MBJ
-
ORD
7h 51m
1 stop
$368Spirit Airlines
Wed, Apr 1 - Thu, Apr 9
Spirit Airlines Logo
8:16 pm - 12:02 pm
ORD
-
MBJ
14h 46m
1 stop
Spirit Airlines Logo
1:00 pm - 11:22 am
MBJ
-
ORD
23h 22m
1 stop
$369Spirit Airlines
Fri, Feb 27 - Mon, Mar 2
Spirit Airlines Logo
1:35 pm - 11:05 am
ORD
-
KIN
21h 30m
2 stops
Spirit Airlines Logo
12:00 pm - 7:48 pm
KIN
-
ORD
7h 48m
1 stop
$369Spirit Airlines
Thu, Apr 16 - Tue, Apr 21
Spirit Airlines Logo
8:16 pm - 12:02 pm
ORD
-
MBJ
14h 46m
1 stop
Spirit Airlines Logo
1:00 pm - 7:47 pm
MBJ
-
ORD
31h 47m
2 stops
$370Spirit Airlines
Sat, Feb 28 - Tue, Mar 3
American Airlines Logo
8:05 am - 12:11 pm
ORD
-
MBJ
4h 06mnonstop
American Airlines Logo
1:14 pm - 5:55 pm
MBJ
-
ORD
4h 41mnonstop
$371American Airlines
Sun, Mar 8 - Sat, Mar 14
Multiple Airlines Logo
5:15 am - 11:02 am
ORD
-
MBJ
5h 47m
1 stop
Multiple Airlines Logo
3:32 pm - 10:52 am
MBJ
-
ORD
19h 20m
1 stop
$373Multiple Airlines
Sun, Mar 8 - Sat, Mar 14

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
Mar 3
ORD12:44 pmChicago O'Hare Intl
22h 18m
3 stops
MBJ12:02 pmMontego Bay Sangster Intl
Mar 10
MBJ11:57 amMontego Bay Sangster Intl
7h 14m
1 stop
ORD7:11 pmChicago O'Hare Intl
$364
Spirit Airlines
Mar 1
ORD8:42 pmChicago O'Hare Intl
14h 20m
2 stops
MBJ12:02 pmMontego Bay Sangster Intl
Mar 6
MBJ1:00 pmMontego Bay Sangster Intl
11h 47m
1 stop
ORD11:47 pmChicago O'Hare Intl
$367
Spirit Airlines
Feb 27
ORD8:16 pmChicago O'Hare Intl
14h 46m
1 stop
MBJ12:02 pmMontego Bay Sangster Intl
Mar 2
MBJ1:00 pmMontego Bay Sangster Intl
23h 22m
1 stop
ORD11:22 amChicago O'Hare Intl
$369

Delta flights from Chicago O'Hare Intl Airport to Jamaica

Our best Delta deals on Chicago O'Hare Intl Airport to Jamaica flight tickets
Delta
May 10
ORD6:00 amChicago O'Hare Intl
7h 16m
1 stop
MBJ1:16 pmMontego Bay Sangster Intl
May 17
MBJ4:55 pmMontego Bay Sangster Intl
7h 04m
1 stop
ORD11:59 pmChicago O'Hare Intl
$389
Delta
Mar 11
ORD7:10 amChicago O'Hare Intl
8h 18m
2 stops
MBJ3:28 pmMontego Bay Sangster Intl
Mar 18
MBJ4:49 pmMontego Bay Sangster Intl
16h 21m
2 stops
ORD9:10 amChicago O'Hare Intl
$393
Delta
May 12
ORD7:00 amChicago O'Hare Intl
8h 29m
2 stops
MBJ3:29 pmMontego Bay Sangster Intl
May 17
MBJ4:55 pmMontego Bay Sangster Intl
7h 04m
1 stop
ORD11:59 pmChicago O'Hare Intl
$394

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 February 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

Fly to

Route

Depart

Return

Price

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 3/3

12:44 pm-12:02 pm

3 stops22h 18m

Montego Bay Sangster Intl

Tue 3/10

11:57 am-7:11 pm

1 stop7h 14m

$364

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 4/17

4:28 pm-12:12 pm

1 stop19h 44m

Montego Bay Sangster Intl

Tue 4/21

12:00 pm-11:41 pm

1 stop11h 41m

$365

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 4/16

6:05 am-1:25 pm

1 stop7h 20m

Montego Bay Sangster Intl

Wed 4/22

4:37 pm-12:25 am

1 stop7h 48m

$366

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 3/1

8:42 pm-12:02 pm

2 stops14h 20m

Montego Bay Sangster Intl

Fri 3/6

1:00 pm-11:47 pm

1 stop11h 47m

$367

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Wed 4/1

5:05 am-11:05 am

1 stop6h 00m

Montego Bay Sangster Intl

Thu 4/9

12:00 pm-7:51 pm

1 stop7h 51m

$368

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 2/27

8:16 pm-12:02 pm

1 stop14h 46m

Montego Bay Sangster Intl

Mon 3/2

1:00 pm-11:22 am

1 stop23h 22m

$369

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 4/16

1:35 pm-11:05 am

2 stops21h 30m

Kingston Norman Manley

Tue 4/21

12:00 pm-7:48 pm

1 stop7h 48m

$369

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 2/28

8:16 pm-12:02 pm

1 stop14h 46m

Montego Bay Sangster Intl

Tue 3/3

1:00 pm-7:47 pm

2 stops31h 47m

$370

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 3/8

8:05 am-12:11 pm

Nonstop4h 06m

Montego Bay Sangster Intl

Sat 3/14

1:14 pm-5:55 pm

Nonstop4h 41m

$371

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 3/8

5:15 am-11:02 am

1 stop5h 47m

Montego Bay Sangster Intl

Sat 3/14

3:32 pm-10:52 am

1 stop19h 20m

$373

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 October. Flight prices, which tend to average around $501, 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 $502.

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 $539. 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 $675.

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 $568 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 $493 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?

You could potentially save up to 10% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Jamaica flight.

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

$224

Fastest flight time

4h 01m

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 $224. The best round-trip flight deal from Chicago O'Hare Intl Airport to Jamaica found on momondo in the last 72 hours is $484.
The fastest flight from Chicago O'Hare Intl Airport to Jamaica takes 4h 01m
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?

  • 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
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,444 reviews
Search Spirit Airlines flights
FrontierPriceFrom $144Free CancellationRating
5.7
3,052 reviews
Search Frontier flights
DeltaPriceFrom $178Free CancellationRating
7.9
8,180 reviews
Search Delta flights
United AirlinesPriceFrom $356Free CancellationRating
7.4
9,273 reviews
Search United Airlines flights
American AirlinesPriceFrom $412Free CancellationRating
7.2
11,265 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.

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