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Cheap flights from Chicago to Jamaica from $133

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 4/29. 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 Chicago to Jamaica

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Jamaica.
Spirit Airlines Logo
5:36 am - 10:55 amORD-MBJ
5h 19m1 stop
Spirit Airlines Logo
12:00 pm - 12:20 amMBJ-ORD
12h 20m1 stop
$287Spirit Airlines
Find Deal
Tue, Apr 29 - Tue, May 6
Spirit Airlines Logo
7:47 pm - 10:55 amORD-MBJ
15h 08m1 stop
Spirit Airlines Logo
12:00 pm - 12:58 amMBJ-ORD
12h 58m1 stop
$288Spirit Airlines
Find Deal
Tue, Apr 29 - Sat, May 3
American Airlines Logo
8:43 am - 12:42 pmORD-MBJ
3h 59mnonstop
American Airlines Logo
2:26 pm - 7:00 pmMBJ-ORD
4h 34mnonstop
$372American Airlines
Find Deal
Mon, Aug 25 - Fri, Aug 29
American Airlines Logo
6:55 pm - 10:50 amORD-MBJ
15h 55m1 stop
American Airlines Logo
2:26 pm - 7:00 pmMBJ-ORD
4h 34mnonstop
$377American Airlines
Find Deal
Mon, Aug 25 - Fri, Aug 29
Delta Logo
9:52 am - 8:00 pmMDW-KIN
10h 08m1 stop
Delta Logo
9:00 am - 5:59 pmKIN-MDW
8h 59m1 stop
$443Delta
Find Deal
Sat, Apr 26 - Mon, May 5
Delta Logo
9:55 am - 8:00 pmORD-KIN
10h 05m1 stop
Delta Logo
9:00 am - 6:50 pmKIN-ORD
9h 50m1 stop
$443Delta
Find Deal
Wed, Apr 30 - Wed, May 7
Southwest Logo
7:50 pm - 11:35 amMDW-MBJ
15h 45m2 stops
Southwest Logo
12:35 pm - 10:05 pmMBJ-MDW
9h 30m1 stop
$474Southwest
Find Deal
Mon, May 5 - Wed, May 14
United Airlines Logo
6:00 am - 3:10 pmORD-MBJ
9h 10m1 stop
United Airlines Logo
1:51 pm - 6:20 pmMBJ-ORD
4h 29mnonstop
$479United Airlines
Find Deal
Mon, Apr 21 - Fri, Apr 25
Southwest Logo
6:40 am - 2:35 pmMDW-MBJ
7h 55m1 stop
Southwest Logo
1:50 pm - 6:05 pmMBJ-MDW
4h 15mnonstop
$481Southwest
Find Deal
Sun, May 11 - Sat, May 17
United Airlines Logo
9:05 pm - 1:53 pmORD-KIN
40h 48m2 stops
United Airlines Logo
2:57 pm - 12:34 amKIN-ORD
9h 37m1 stop
$762United Airlines
Find Deal
Wed, Apr 30 - Mon, May 12

Spirit Airlines flights from Chicago to Jamaica

Our best Spirit Airlines deals on Chicago to Jamaica flight tickets
Spirit Airlines
Apr 29
ORD5:36 amChicago O'Hare Intl
5h 19m
1 stop
MBJ10:55 amMontego Bay Sangster Intl
May 6
MBJ12:00 pmMontego Bay Sangster Intl
12h 20m
1 stop
ORD12:20 amChicago O'Hare Intl
Spirit Airlines
Apr 29
ORD7:47 pmChicago O'Hare Intl
15h 08m
1 stop
MBJ10:55 amMontego Bay Sangster Intl
May 3
MBJ12:00 pmMontego Bay Sangster Intl
12h 58m
1 stop
ORD12:58 amChicago O'Hare Intl
Spirit Airlines
Apr 29
ORD7:47 pmChicago O'Hare Intl
15h 08m
1 stop
MBJ10:55 amMontego Bay Sangster Intl
May 6
MBJ12:00 pmMontego Bay Sangster Intl
12h 20m
1 stop
ORD12:20 amChicago O'Hare Intl

American Airlines flights from Chicago to Jamaica

Our best American Airlines deals on Chicago to Jamaica flight tickets
American Airlines
Aug 25
ORD8:43 amChicago O'Hare Intl
3h 59m
MBJ12:42 pmMontego Bay Sangster Intl
Aug 29
MBJ2:26 pmMontego Bay Sangster Intl
4h 34m
ORD7:00 pmChicago O'Hare Intl
American Airlines
Aug 25
ORD6:55 pmChicago O'Hare Intl
15h 55m
1 stop
MBJ10:50 amMontego Bay Sangster Intl
Aug 29
MBJ2:26 pmMontego Bay Sangster Intl
4h 34m
ORD7:00 pmChicago O'Hare Intl
American Airlines
Aug 25
ORD6:57 amChicago O'Hare Intl
7h 48m
1 stop
MBJ2:45 pmMontego Bay Sangster Intl
Aug 29
MBJ3:30 pmMontego Bay Sangster Intl
16h 00m
1 stop
ORD7:30 amChicago O'Hare Intl

See travel insights to Jamaica from

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 month to fly to Jamaica?

The cheapest month to fly to Jamaica from Chicago is in February. Flight prices, which tend to average around $514, 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 February, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $522.

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 Sunday when prices can be found for as low as $508. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $658.

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

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Chicago to Jamaica during this time can be as low as $287. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $578 per ticket.

What is the cheapest Chicago to Jamaica flight route?

Fly from Chicago O'Hare Intl to Montego Bay Sangster Intl for the best Chicago - 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 when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $588 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Chicago for as low as $512 on momondo.

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

There are 3 cabin classes available to choose from on Chicago 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 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

$133

Fastest flight time

3h 59m

Direct flights

Every day

Airports in Jamaica

2 airports
The best one-way flight to Jamaica from Chicago in the past 72 hours is $133. The best round-trip flight deal from Chicago to Jamaica found on momondo in the last 72 hours is $287.
The fastest flight from Chicago to Jamaica takes 3h 59m
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 $205Free CancellationRating
6.0
3,276 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $273Free CancellationRating
6.3
7,886 reviews
Search Spirit Airlines flights
DeltaPriceFrom $295Free CancellationRating
8.0
7,898 reviews
Search Delta flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $393Free CancellationRating
7.4
8,615 reviews
Search United Airlines flights
SouthwestPriceFrom $579Free CancellationRating
8.0
4,272 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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