Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Jamaica from $132

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 6/3. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

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
7:47 pm - 11:02 amORD-MBJ
15h 15m1 stop
Spirit Airlines Logo
12:07 pm - 12:05 amMBJ-ORD
11h 58m1 stop
$306Spirit Airlines
Find Deal
Tue, May 6 - Fri, May 9
Spirit Airlines Logo
5:05 am - 11:02 amORD-MBJ
5h 57m1 stop
Spirit Airlines Logo
12:07 pm - 12:05 amMBJ-ORD
11h 58m1 stop
$320Spirit Airlines
Find Deal
Tue, May 27 - Sat, May 31
American Airlines Logo
4:59 pm - 9:35 amORD-MBJ
16h 36m1 stop
American Airlines Logo
1:05 pm - 11:57 pmMBJ-ORD
10h 52m1 stop
$387American Airlines
Find Deal
Sat, Sep 13 - Wed, Sep 24
American Airlines Logo
9:00 am - 1:00 pmORD-MBJ
4h 00mnonstop
American Airlines Logo
2:25 pm - 7:00 pmMBJ-ORD
4h 35mnonstop
$434American Airlines
Find Deal
Mon, May 5 - Thu, May 8
Frontier Logo
7:05 am - 2:03 pmMDW-MBJ
6h 58m1 stop
Frontier Logo
3:53 pm - 11:18 pmMBJ-MDW
7h 25m1 stop
$437Frontier
Find Deal
Mon, Jun 2 - Fri, Jun 6
Frontier Logo
10:48 am - 12:41 pmMDW-MBJ
25h 53m1 stop
Frontier Logo
2:07 pm - 9:33 amMBJ-MDW
19h 26m1 stop
$438Frontier
Find Deal
Sat, May 10 - Fri, May 16
Delta Logo
7:00 am - 3:36 pmORD-MBJ
8h 36m2 stops
Delta Logo
5:01 pm - 11:55 pmMBJ-ORD
6h 54m1 stop
$441Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
6:04 am - 11:57 amMDW-MBJ
5h 53m1 stop
Delta Logo
1:02 pm - 9:28 pmMBJ-MDW
8h 26m1 stop
$449Delta
Find Deal
Tue, May 6 - Fri, May 9
Southwest Logo
6:20 am - 1:55 pmMDW-MBJ
7h 35m1 stop
Southwest Logo
2:20 pm - 6:30 pmMBJ-MDW
4h 10mnonstop
$506Southwest
Find Deal
Tue, Jun 3 - Tue, Jun 10
Southwest Logo
8:50 am - 3:00 pmMDW-MBJ
6h 10m1 stop
Southwest Logo
2:20 pm - 6:30 pmMBJ-MDW
4h 10mnonstop
$524Southwest
Find Deal
Sat, Jun 14 - Wed, Jun 18

Spirit Airlines flights from Chicago to Jamaica

Our best Spirit Airlines deals on Chicago to Jamaica flight tickets
Spirit Airlines
May 6
ORD7:47 pmChicago O'Hare Intl
15h 15m
1 stop
MBJ11:02 amMontego Bay Sangster Intl
May 9
MBJ12:07 pmMontego Bay Sangster Intl
11h 58m
1 stop
ORD12:05 amChicago O'Hare Intl
Spirit Airlines
May 27
ORD5:05 amChicago O'Hare Intl
5h 57m
1 stop
MBJ11:02 amMontego Bay Sangster Intl
May 31
MBJ12:07 pmMontego Bay Sangster Intl
11h 58m
1 stop
ORD12:05 amChicago O'Hare Intl
Spirit Airlines
Jun 3
ORD5:05 amChicago O'Hare Intl
5h 57m
1 stop
MBJ11:02 amMontego Bay Sangster Intl
Jun 10
MBJ12:07 pmMontego Bay Sangster Intl
10h 57m
1 stop
ORD11:04 pmChicago O'Hare Intl

American Airlines flights from Chicago to Jamaica

Our best American Airlines deals on Chicago to Jamaica flight tickets
American Airlines
Sep 13
ORD4:59 pmChicago O'Hare Intl
16h 36m
1 stop
MBJ9:35 amMontego Bay Sangster Intl
Sep 24
MBJ1:05 pmMontego Bay Sangster Intl
10h 52m
1 stop
ORD11:57 pmChicago O'Hare Intl
American Airlines
May 5
ORD9:00 amChicago O'Hare Intl
4h 00m
MBJ1:00 pmMontego Bay Sangster Intl
May 8
MBJ2:25 pmMontego Bay Sangster Intl
4h 35m
ORD7:00 pmChicago O'Hare Intl
American Airlines
May 5
ORD5:00 amChicago O'Hare Intl
6h 54m
1 stop
MBJ11:54 amMontego Bay Sangster Intl
May 8
MBJ2:25 pmMontego Bay Sangster Intl
4h 35m
ORD7:00 pmChicago 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 $523.

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 12 weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $593 when searching 12 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 $510 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

$132

Fastest flight time

3h 58m

Direct flights

Every day

Airports in Jamaica

2 airports
The best one-way flight to Jamaica from Chicago in the past 72 hours is $132. The best round-trip flight deal from Chicago to Jamaica found on momondo in the last 72 hours is $306.
The fastest flight from Chicago to Jamaica takes 3h 58m
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
Spirit AirlinesPriceFrom $273Free CancellationRating
6.3
7,940 reviews
Search Spirit Airlines flights
DeltaPriceFrom $295Free CancellationRating
8.0
7,920 reviews
Search Delta flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $395Free CancellationRating
7.4
8,683 reviews
Search United Airlines flights
SouthwestPriceFrom $579Free CancellationRating
8.0
4,287 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.


An easier way to manage your Jamaica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 4/28
Mon 5/5

Find better results for your trip to Jamaica

Popular cities in Jamaica

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