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Cheap flights from Jamaica to Chicago from $154

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 5/22. 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
0 bags
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Wed 5/1
Wed 5/8

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Easily compare round-trip flights from Jamaica to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Jamaica to Chicago by changing tabs
Spirit Airlines
May 24
MBJ12:45 pmMontego Bay Sangster Intl
10h 44m
1 stop
ORD11:29 pmChicago O'Hare Intl
May 27
ORD5:00 amChicago O'Hare Intl
6h 41m
1 stop
MBJ11:41 amMontego Bay Sangster Intl
American Airlines
May 15
MBJ2:05 pmMontego Bay Sangster Intl
4h 30m
ORD6:35 pmChicago O'Hare Intl
Sep 2
ORD8:20 amChicago O'Hare Intl
3h 56m
MBJ12:16 pmMontego Bay Sangster Intl
Frontier
May 15
MBJ8:32 amMontego Bay Sangster Intl
8h 55m
1 stop
ORD5:27 pmChicago O'Hare Intl
Sep 2
ORD7:59 pmChicago O'Hare Intl
10h 58m
1 stop
MBJ6:57 amMontego Bay Sangster Intl
United Airlines
May 25
MBJ1:51 pmMontego Bay Sangster Intl
4h 24m
ORD6:15 pmChicago O'Hare Intl
Jun 22
ORD6:45 pmChicago O'Hare Intl
20h 41m
1 stop
MBJ3:26 pmMontego Bay Sangster Intl
Multiple Airlines
May 15
MBJ8:32 amMontego Bay Sangster Intl
14h 57m
2 stops
ORD11:29 pmChicago O'Hare Intl
Sep 2
ORD7:59 pmChicago O'Hare Intl
10h 58m
1 stop
MBJ6:57 amMontego Bay Sangster Intl
Delta
May 15
MBJ2:25 pmMontego Bay Sangster Intl
17h 15m
2 stops
ORD7:40 amChicago O'Hare Intl
Sep 2
ORD7:35 pmChicago O'Hare Intl
16h 01m
2 stops
MBJ11:36 amMontego Bay Sangster Intl

Find the cheapest one-way flights from Jamaica to Chicago

If you're looking for one-way flights from Jamaica to Chicago, view some of our deals below provided by Frontier, Spirit Airlines and United Airlines
Spirit Airlines
May 22
MBJ1:01 pmMontego Bay Sangster Intl
10h 51m
1 stop
ORD11:52 pmChicago O'Hare Intl
Multiple Airlines
May 28
MBJ8:07 amMontego Bay Sangster Intl
29h 59m
2 stops
ORD2:06 pmChicago O'Hare Intl
Frontier
May 28
MBJ8:07 amMontego Bay Sangster Intl
13h 24m
1 stop
MDW9:31 pmChicago Midway

Search last-minute flights to Chicago from Jamaica

Find and compare round-trip flight prices for your last-minute flight from Jamaica to Chicago
Frontier
May 2
MBJ8:32 amMontego Bay Sangster Intl
8h 55m
1 stop
ORD5:27 pmChicago O'Hare Intl
Sep 3
ORD7:59 pmChicago O'Hare Intl
10h 58m
1 stop
MBJ6:57 amMontego Bay Sangster Intl
American Airlines
May 2
MBJ2:00 pmMontego Bay Sangster Intl
4h 35m
ORD6:35 pmChicago O'Hare Intl
Sep 3
ORD8:20 amChicago O'Hare Intl
3h 56m
MBJ12:16 pmMontego Bay Sangster Intl
United Airlines
May 5
MBJ1:51 pmMontego Bay Sangster Intl
4h 24m
ORD6:15 pmChicago O'Hare Intl
May 31
ORD9:45 pmChicago O'Hare Intl
17h 21m
1 stop
MBJ3:06 pmMontego Bay Sangster Intl
Spirit Airlines
May 5
MBJ12:45 pmMontego Bay Sangster Intl
28h 00m
1 stop
ORD4:45 pmChicago O'Hare Intl
May 31
ORD6:40 pmChicago O'Hare Intl
17h 01m
1 stop
MBJ11:41 amMontego Bay Sangster Intl
Delta
May 2
MBJ4:58 pmMontego Bay Sangster Intl
16h 27m
2 stops
ORD9:25 amChicago O'Hare Intl
Sep 3
ORD6:00 amChicago O'Hare Intl
5h 36m
1 stop
MBJ11:36 amMontego Bay Sangster Intl
American Airlines
May 2
MBJ2:00 pmMontego Bay Sangster Intl
4h 35m
ORD6:35 pmChicago O'Hare Intl
Sep 3
ORD8:20 amChicago O'Hare Intl
6h 39m
1 stop
MBJ2:59 pmMontego Bay Sangster Intl

Best airlines flying from Jamaica to Chicago

Compare and see reviews for airlines that fly from Jamaica to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $216Free CancellationRating
6.3
4,132 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $236Free CancellationRating
6.4
8,745 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $312Free CancellationRating
7.4
11,226 reviews
Search United Airlines flights
DeltaPriceFrom $322Free CancellationRating
8.0
10,966 reviews
Search Delta flights
American AirlinesPriceFrom $350Free CancellationRating
7.3
14,884 reviews
Search American Airlines flights

United Airlines flights from Jamaica to Chicago

Our best United Airlines deals on Jamaica to Chicago flight tickets
United Airlines
May 5
MBJ1:51 pmMontego Bay Sangster Intl
4h 24m
ORD6:15 pmChicago O'Hare Intl
May 31
ORD9:45 pmChicago O'Hare Intl
17h 21m
1 stop
MBJ3:06 pmMontego Bay Sangster Intl
United Airlines
May 1
MBJ1:51 pmMontego Bay Sangster Intl
4h 24m
ORD6:15 pmChicago O'Hare Intl
Jul 1
ORD9:28 pmChicago O'Hare Intl
17h 38m
1 stop
MBJ3:06 pmMontego Bay Sangster Intl
United Airlines
May 25
MBJ1:51 pmMontego Bay Sangster Intl
4h 24m
ORD6:15 pmChicago O'Hare Intl
Jun 22
ORD6:45 pmChicago O'Hare Intl
20h 41m
1 stop
MBJ3:26 pmMontego Bay Sangster Intl

Spirit Airlines flights from Jamaica to Chicago

Our best Spirit Airlines deals on Jamaica to Chicago flight tickets
Spirit Airlines
May 24
MBJ12:45 pmMontego Bay Sangster Intl
10h 44m
1 stop
ORD11:29 pmChicago O'Hare Intl
May 27
ORD5:00 amChicago O'Hare Intl
6h 41m
1 stop
MBJ11:41 amMontego Bay Sangster Intl
Spirit Airlines
May 15
MBJ12:43 pmMontego Bay Sangster Intl
10h 46m
1 stop
ORD11:29 pmChicago O'Hare Intl
Sep 4
ORD5:00 amChicago O'Hare Intl
6h 41m
1 stop
MBJ11:41 amMontego Bay Sangster Intl
Spirit Airlines
May 15
KIN12:26 pmKingston Norman Manley
11h 03m
1 stop
ORD11:29 pmChicago O'Hare Intl
May 29
ORD6:40 pmChicago O'Hare Intl
16h 45m
1 stop
KIN11:25 amKingston Norman Manley

How to get the cheapest flight ticket from Jamaica to Chicago

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 Chicago from Jamaica?

Frontier. American Airlines, Delta, and Frontier are the most popular carriers operating from Jamaica to Chicago

What is the cheapest Jamaica to Chicago flight route?

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

Can stopping save me money on Jamaica to Chicago flights?

You could potentially save up to 28% on your flight if you consider stops on a Jamaica to Chicago flight.

Cheap Jamaica to Chicago flight deals and tips

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

Best Price Found

$154

Fastest flight time

4h 24m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Jamaica in the past 72 hours is $154. The best round-trip flight deal from Jamaica to Chicago found on momondo in the last 72 hours is $282.
The fastest flight from Jamaica to Chicago takes 4h 24m
Direct flights go from Jamaica to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    Prices for flights from Jamaica to Chicago refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jamaica to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.


Why use momondo?

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

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

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

Yes. momondo allows you to filter the results for Jamaica to Chicago flights to just show those with 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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Wed 5/1
Wed 5/8
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Find better results for your stay in the United States

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