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Cheap flights from Jamaica to Chicago from $152

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 4/2. 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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0 bags

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Find the cheapest flights from Jamaica to Chicago

Recent round-trip flight deals from Jamaica to Chicago

These are some of the best round-trip flight deals from Jamaica to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
1:39 pm - 12:41 amKIN-ORD
11h 02m1 stop
6:34 pm - 11:16 amORD-KIN
16h 42m1 stop
$269Spirit Airlines
Find Deal
Thu, May 1 - Thu, May 8
12:07 pm - 6:50 pmMBJ-ORD
6h 43m1 stop
7:21 pm - 11:02 amORD-MBJ
15h 41m1 stop
$281Spirit Airlines
Find Deal
Wed, Mar 19 - Fri, Apr 4
7:00 am - 4:20 pmMBJ-ORD
9h 20m1 stop
11:30 am - 8:37 pmORD-MBJ
9h 07m1 stop
$430Delta
Find Deal
Sun, Mar 9 - Mon, Mar 17
2:15 pm - 6:50 pmMBJ-ORD
4h 35mnonstop
8:05 am - 12:05 pmORD-MBJ
4h 00mnonstop
$440American Airlines
Find Deal
Tue, Aug 12 - Sun, Aug 31
2:15 pm - 6:50 pmMBJ-ORD
4h 35mnonstop
5:30 am - 1:05 pmORD-MBJ
7h 35m1 stop
$444American Airlines
Find Deal
Tue, Aug 12 - Sun, Aug 31
1:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
9:50 pm - 1:30 pmORD-MBJ
15h 40m1 stop
$449United Airlines
Find Deal
Wed, Mar 19 - Fri, Apr 4
3:00 pm - 11:00 pmMBJ-MDW
8h 00m1 stop
7:35 pm - 10:55 amMDW-MBJ
15h 20m2 stops
$463Southwest
Find Deal
Wed, Mar 19 - Fri, Apr 4
7:00 am - 4:12 pmMBJ-MDW
9h 12m1 stop
6:04 am - 3:31 pmMDW-MBJ
9h 27m1 stop
$471Delta
Find Deal
Mon, Apr 7 - Mon, Apr 14
3:00 pm - 11:00 pmMBJ-MDW
8h 00m1 stop
7:15 am - 2:35 pmMDW-MBJ
7h 20m1 stop
$477Southwest
Find Deal
Wed, Mar 19 - Fri, Apr 4
1:51 pm - 6:20 pmMBJ-ORD
4h 29mnonstop
6:00 am - 1:10 pmORD-MBJ
7h 10m1 stop
$552United Airlines
Find Deal
Sat, Aug 2 - Sat, Aug 30

Delta flights from Jamaica to Chicago

Our best Delta deals on Jamaica to Chicago flight tickets
Delta
Mar 9
MBJ7:00 amMontego Bay Sangster Intl
9h 20m
1 stop
ORD4:20 pmChicago O'Hare Intl
Mar 17
ORD11:30 amChicago O'Hare Intl
9h 07m
1 stop
MBJ8:37 pmMontego Bay Sangster Intl
Delta
Apr 7
MBJ7:00 amMontego Bay Sangster Intl
9h 12m
1 stop
MDW4:12 pmChicago Midway
Apr 14
MDW6:04 amChicago Midway
9h 27m
1 stop
MBJ3:31 pmMontego Bay Sangster Intl
Delta
Aug 12
MBJ1:15 pmMontego Bay Sangster Intl
8h 06m
1 stop
ORD9:21 pmChicago O'Hare Intl
Aug 31
ORD7:00 amChicago O'Hare Intl
8h 36m
2 stops
MBJ3:36 pmMontego Bay Sangster Intl

Air Canada flights from Jamaica to Chicago

Our best Air Canada deals on Jamaica to Chicago flight tickets
Air Canada
Jun 18
MBJ8:20 pmMontego Bay Sangster Intl
22h 33m
2 stops
ORD6:53 pmChicago O'Hare Intl
Jun 29
ORD6:15 pmChicago O'Hare Intl
25h 10m
2 stops
MBJ7:25 pmMontego Bay Sangster Intl
Air Canada
Aug 2
MBJ8:20 pmMontego Bay Sangster Intl
13h 34m
2 stops
ORD9:54 amChicago O'Hare Intl
Aug 30
ORD10:00 amChicago O'Hare Intl
9h 25m
1 stop
MBJ7:25 pmMontego Bay Sangster Intl
Air Canada
Aug 12
MBJ8:20 pmMontego Bay Sangster Intl
13h 34m
2 stops
ORD9:54 amChicago O'Hare Intl
Aug 31
ORD6:20 pmChicago O'Hare Intl
25h 05m
2 stops
MBJ7:25 pmMontego Bay Sangster Intl

See travel insights to Chicago from

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 month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Jamaica, with most prices found around $280. If you’re not able to fly to Chicago in April, then May is your next best option. Flight prices from Jamaica to Chicago during May average around $357.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $357. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Jamaica to Chicago for around $624.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Jamaica to Chicago during this time can be as low as $488. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $491.

What is the cheapest Jamaica to Chicago flight route?

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

What cabin class options are available on Jamaica to Chicago flights?

There are 4 cabin classes available to choose from on Jamaica to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$152

Fastest flight time

4h 10m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Jamaica in the past 72 hours is $152. The best round-trip flight deal from Jamaica to Chicago found on momondo in the last 72 hours is $269.
The fastest flight from Jamaica to Chicago takes 4h 10m
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.

  • What is the most popular plane model from Jamaica to Chicago?


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
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
7,983 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $255Free CancellationRating
7.4
8,733 reviews
Search United Airlines flights
DeltaPriceFrom $322Free CancellationRating
8.0
8,165 reviews
Search Delta flights
American AirlinesPriceFrom $357Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago