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Cheap flights from Chicago to Jamaica from $122

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 to Jamaica departing on 1/7. 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 to Jamaica

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Jamaica that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Jamaica.

Cheap last minute flights

Planning a quick getaway from Chicago to Jamaica? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Jamaica, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Jamaica

Find recent round-trip train or bus tickets from Chicago to Jamaica.

All round-trip flight deals to Jamaica

The cheapest plane tickets to Jamaica found on KAYAK recently.
5:00 am - 1:33 pmORD-MBJ
7h 33m1 stop
2:38 pm - 8:48 pmMBJ-ORD
7h 10m1 stop
$256Spirit Airlines
Find Deal
Tue, Nov 12 - Wed, Nov 13
5:00 am - 1:40 pmORD-MBJ
7h 40m1 stop
2:38 pm - 8:48 pmMBJ-ORD
7h 10m1 stop
$294Spirit Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 13
5:10 am - 1:40 pmORD-MBJ
31h 30m2 stops
2:38 pm - 8:48 pmMBJ-ORD
7h 10m1 stop
Sun, Nov 3 - Wed, Nov 13
7:19 pm - 1:40 pmORD-MBJ
18h 21m2 stops
2:38 pm - 8:48 pmMBJ-ORD
7h 10m1 stop
Sat, Nov 2 - Wed, Nov 13
7:59 pm - 7:57 amORD-MBJ
10h 58m1 stop
9:07 am - 6:34 pmMBJ-ORD
10h 27m1 stop
$359Frontier
Find Deal
Tue, Feb 25 - Tue, Mar 4
6:48 pm - 3:10 pmMDW-MBJ
19h 22m1 stop
10:29 am - 9:17 pmMBJ-MDW
11h 48m1 stop
$375Frontier
Find Deal
Fri, Dec 13 - Wed, Dec 18
12:43 pm - 9:05 pmMDW-KIN
7h 22m1 stop
10:05 am - 5:54 pmKIN-MDW
8h 49m1 stop
$414Delta
Find Deal
Wed, Nov 13 - Fri, Nov 22
5:00 am - 2:04 pmORD-KIN
8h 04m2 stops
3:05 pm - 11:53 pmKIN-ORD
9h 48m1 stop
$419American Airlines
Find Deal
Sun, Nov 10 - Thu, Nov 14
9:31 am - 9:05 pmMDW-KIN
10h 34m2 stops
10:05 am - 5:54 pmKIN-MDW
8h 49m1 stop
$419Delta
Find Deal
Wed, Nov 13 - Fri, Nov 22
9:18 am - 2:23 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$443American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
8:14 pm - 1:45 pmORD-MBJ
16h 31m1 stop
$122Spirit Airlines
Find Deal
Tue, Jan 7
5:42 pm - 2:00 pmORD-MBJ
19h 18m1 stop
$131Spirit Airlines
Find Deal
Fri, Jan 10
6:17 pm - 1:07 pmMDW-MBJ
17h 50m1 stop
$142Frontier
Find Deal
Mon, Dec 9
7:15 am - 10:34 amMDW-MBJ
26h 19m1 stop
$143Frontier
Find Deal
Sat, Jan 25
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$202United Airlines
Find Deal
Sun, Dec 8
7:00 am - 8:49 pmORD-MBJ
12h 49m2 stops
$206Delta
Find Deal
Sun, Jan 12
6:00 am - 12:41 pmMDW-MBJ
5h 41m1 stop
$206Delta
Find Deal
Mon, Nov 18
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$221United Airlines
Find Deal
Wed, Feb 12
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
$233American Airlines
Find Deal
Sun, Nov 17
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
$242American Airlines
Find Deal
Fri, Nov 29
8:28 am - 12:40 pmORD-MBJ
28h 12m2 stops
1:10 pm - 12:30 amMBJ-ORD
11h 20m1 stop
$370Spirit Airlines
Find Deal
Sat, Oct 26 - Sat, Nov 2
8:28 am - 12:40 pmORD-MBJ
28h 12m2 stops
1:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
$383Spirit Airlines
Find Deal
Sat, Oct 26 - Wed, Oct 30
8:35 pm - 1:10 pmORD-MBJ
16h 35m1 stop
2:30 pm - 7:00 pmMBJ-ORD
4h 30mnonstop
$488American Airlines
Find Deal
Tue, Oct 22 - Thu, Oct 24
5:15 am - 12:55 pmORD-MBJ
7h 40m2 stops
2:30 pm - 7:00 pmMBJ-ORD
4h 30mnonstop
$492American Airlines
Find Deal
Tue, Oct 22 - Thu, Oct 24
6:00 am - 11:48 amMDW-MBJ
5h 48m1 stop
1:13 pm - 9:38 pmMBJ-MDW
8h 25m1 stop
$498Delta
Find Deal
Tue, Oct 22 - Thu, Oct 24
6:00 am - 11:48 amMDW-MBJ
5h 48m1 stop
1:13 pm - 9:38 pmMBJ-MDW
8h 25m1 stop
$543Delta
Find Deal
Wed, Oct 23 - Fri, Oct 25
9:10 pm - 1:25 pmORD-MBJ
16h 15m1 stop
1:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$658United Airlines
Find Deal
Fri, Oct 25 - Thu, Oct 31
6:00 am - 1:10 pmORD-MBJ
7h 10m1 stop
1:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$704United Airlines
Find Deal
Wed, Oct 23 - Wed, Oct 30
9:10 pm - 2:47 pmMDW-MBJ
17h 37m2 stops
4:32 pm - 8:20 amMBJ-MDW
15h 48m1 stop
$954Frontier
Find Deal
Wed, Oct 23 - Sun, Oct 27
11:54 am - 2:47 pmMDW-MBJ
26h 53m1 stop
4:32 pm - 8:20 amMBJ-MDW
15h 48m1 stop
$1,086Frontier
Find Deal
Wed, Oct 23 - Sun, Oct 27
9:18 am - 2:23 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$443American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:24 pm - 6:55 pmMBJ-ORD
4h 31mnonstop
$445American Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 13
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$463American Airlines
Find Deal
Sat, Nov 30 - Thu, Dec 5
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$465American Airlines
Find Deal
Mon, Jan 20 - Sun, Jan 26
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$480United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$482United Airlines
Find Deal
Fri, Dec 13 - Fri, Dec 20
7:10 am - 12:10 pmORD-MBJ
4h 00mnonstop
1:15 pm - 4:50 pmMBJ-ORD
4h 35mnonstop
$483American Airlines
Find Deal
Sat, Nov 30 - Sat, Dec 7
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$485American Airlines
Find Deal
Thu, Jan 23 - Sun, Jan 26
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$490United Airlines
Find Deal
Thu, Jan 2 - Thu, Jan 9
9:05 am - 2:20 pmORD-MBJ
4h 15mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$495American Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12

Spirit Airlines flights from Chicago to Jamaica

Our best Spirit Airlines deals on Chicago to Jamaica flight tickets
Spirit Airlines
Nov 12
ORD5:00 amChicago O'Hare Intl
7h 33m
1 stop
MBJ1:33 pmMontego Bay Sangster Intl
Nov 13
MBJ2:38 pmMontego Bay Sangster Intl
7h 10m
1 stop
ORD8:48 pmChicago O'Hare Intl
Spirit Airlines
Nov 5
ORD5:00 amChicago O'Hare Intl
7h 40m
1 stop
MBJ1:40 pmMontego Bay Sangster Intl
Nov 13
MBJ2:38 pmMontego Bay Sangster Intl
7h 10m
1 stop
ORD8:48 pmChicago O'Hare Intl
Spirit Airlines
Nov 12
ORD7:46 pmChicago O'Hare Intl
15h 23m
1 stop
KIN12:09 pmKingston Norman Manley
Nov 20
KIN1:14 pmKingston Norman Manley
6h 27m
1 stop
ORD6:41 pmChicago O'Hare Intl

Frontier flights from Chicago to Jamaica

Our best Frontier deals on Chicago to Jamaica flight tickets
Frontier
Feb 25
ORD7:59 pmChicago O'Hare Intl
10h 58m
1 stop
MBJ7:57 amMontego Bay Sangster Intl
Mar 4
MBJ9:07 amMontego Bay Sangster Intl
10h 27m
1 stop
ORD6:34 pmChicago O'Hare Intl
Frontier
Dec 13
MDW6:48 pmChicago Midway
19h 22m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Dec 18
MBJ10:29 amMontego Bay Sangster Intl
11h 48m
1 stop
MDW9:17 pmChicago Midway
Frontier
Feb 20
ORD7:59 pmChicago O'Hare Intl
10h 58m
1 stop
MBJ7:57 amMontego Bay Sangster Intl
Feb 24
MBJ9:07 amMontego Bay Sangster Intl
25h 01m
1 stop
ORD9:08 amChicago O'Hare Intl

How to get the cheapest flight ticket from Chicago 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 airline that flies to Jamaica from Chicago?

Frontier. Frontier, Spirit Airlines, and United Airlines are the most popular carriers operating from Chicago to Jamaica

What is the cheapest Chicago to Jamaica flight route?

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

Can stopping save me money on Chicago to Jamaica flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago to Jamaica flight.

Cheap Chicago to Jamaica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Jamaica

Best Price Found

$122

Fastest flight time

3h 55m

Direct flights

Every day

Airports in Jamaica

2 airports
The best one-way flight to Jamaica from Chicago in the past 72 hours is $122. The best round-trip flight deal from Chicago to Jamaica found on momondo in the last 72 hours is $256.
The fastest flight from Chicago to Jamaica takes 3h 55m
Direct flights go from Chicago to Jamaica every day.
There are 2 airports near Jamaica: Kingston Norman Manley (KIN), Montego Bay Sangster Intl (MBJ)

  • When did momondo last update prices for flights from Chicago to Jamaica?

    Prices for flights from Chicago to Jamaica refresh daily.

  • How many operators does momondo search for flights from Chicago to Jamaica?

  • How old do you have to be to fly from Chicago to Jamaica?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago 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 to Jamaica?


Best airlines flying from Chicago to Jamaica

Compare and see reviews for airlines that fly from Chicago to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $117Free CancellationRating
6.1
3,621 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
8,202 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $368Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $368Free CancellationRating
8.0
8,892 reviews
Search Delta flights
United AirlinesPriceFrom $377Free CancellationRating
7.4
9,302 reviews
Search United Airlines flights
SouthwestPriceFrom $623Free CancellationRating
8.1
5,158 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Jamaica. Millions of users trust and use momondo every year so you are in good hands.

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?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight 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?

Yes momondo offers price alerts on flights to Jamaica from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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