Cheap flights from Chicago to Jamaica from $79

Round-trip
1 adult
Economy
From?
To?
Sun 10/24
Sun 10/31

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Jamaica.
View current Jamaica travel restrictions

Flight information for Chicago to Jamaica

Find info about flight duration, direct flights, and airports for your flight from Chicago to Jamaica
Best Price Found$216The best flight deal from Chicago to Jamaica found on momondo in the last 72 hours is $216
Fastest flight time3h 57mThe fastest flight from Chicago to Jamaica takes 3h 57m
Direct flightsNoneThere are no direct flights from Chicago to Jamaica. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Montego Bay Sangster Intl Airport, Chicago O'Hare Intl Airport - Kingston Norman Manley Airport and Chicago Midway Airport - Montego Bay Sangster Intl Airport.

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?

Copa Airlines

Air Canada, American Airlines, and Copa 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


Easily compare round-trip flights from Chicago to Jamaica

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Jamaica by changing tabs
Spirit Airlines
Dec 7
ORD12:25 amChicago O'Hare Intl
6h 15m
1 stop
MBJ6:40 amMontego Bay Sangster Intl
Dec 11
MBJ8:42 amMontego Bay Sangster Intl
11h 38m
1 stop
ORD8:20 pmChicago O'Hare Intl
Multiple Airlines
Nov 14
ORD1:12 amChicago O'Hare Intl
8h 37m
1 stop
MBJ9:49 amMontego Bay Sangster Intl
Nov 21
MBJ8:50 amMontego Bay Sangster Intl
11h 34m
1 stop
ORD8:24 pmChicago O'Hare Intl
Frontier
Nov 6
ORD9:57 amChicago O'Hare Intl
25h 52m
1 stop
MBJ10:49 amMontego Bay Sangster Intl
Nov 11
MBJ11:44 amMontego Bay Sangster Intl
8h 25m
1 stop
ORD8:09 pmChicago O'Hare Intl
Delta
Nov 17
MDW5:14 amChicago Midway
5h 14m
1 stop
MBJ10:28 amMontego Bay Sangster Intl
Nov 25
MBJ11:00 amMontego Bay Sangster Intl
6h 44m
1 stop
MDW5:44 pmChicago Midway
Spirit Airlines
Nov 13
ORD12:40 pmChicago O'Hare Intl
16h 36m
1 stop
MBJ5:16 amMontego Bay Sangster Intl
Nov 17
MBJ8:50 amMontego Bay Sangster Intl
11h 34m
1 stop
ORD8:24 pmChicago O'Hare Intl
Multiple Airlines
Nov 12
ORD2:10 pmChicago O'Hare Intl
16h 24m
1 stop
MBJ6:34 amMontego Bay Sangster Intl
Nov 15
MBJ6:54 amMontego Bay Sangster Intl
11h 48m
1 stop
ORD6:42 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Jamaica

If you're looking for one-way flights from Chicago to Jamaica, view some of our deals below provided by American Airlines, Delta and Frontier
Spirit Airlines
Nov 29
ORD12:15 amChicago O'Hare Intl
6h 35m
1 stop
MBJ6:50 amMontego Bay Sangster Intl
Frontier
Dec 16
ORD1:12 amChicago O'Hare Intl
7h 58m
1 stop
MBJ9:10 amMontego Bay Sangster Intl
American Airlines
Nov 28
ORD3:50 amChicago O'Hare Intl
3h 57m
MBJ7:47 amMontego Bay Sangster Intl

Search last-minute flights to Jamaica from Chicago

Find and compare flight prices for your last-minute flight from Chicago to Jamaica
Spirit Airlines
Oct 28
ORD1:10 amChicago O'Hare Intl
6h 14m
1 stop
MBJ7:24 amMontego Bay Sangster Intl
Nov 1
MBJ8:45 amMontego Bay Sangster Intl
11h 18m
1 stop
ORD8:03 pmChicago O'Hare Intl
Multiple Airlines
Oct 28
ORD6:50 amChicago O'Hare Intl
48h 34m
3 stops
MBJ7:24 amMontego Bay Sangster Intl
Nov 1
MBJ10:52 amMontego Bay Sangster Intl
10h 32m
1 stop
ORD9:24 pmChicago O'Hare Intl
Spirit Airlines
Oct 26
ORD1:10 amChicago O'Hare Intl
6h 14m
1 stop
MBJ7:24 amMontego Bay Sangster Intl
Oct 27
MBJ8:44 amMontego Bay Sangster Intl
11h 19m
1 stop
ORD8:03 pmChicago O'Hare Intl
Delta
Oct 29
MDW2:00 amChicago Midway
6h 56m
1 stop
MBJ8:56 amMontego Bay Sangster Intl
Oct 31
MBJ9:20 amMontego Bay Sangster Intl
10h 21m
1 stop
MDW7:41 pmChicago Midway
United Airlines
Oct 28
ORD5:15 pmChicago O'Hare Intl
13h 06m
1 stop
MBJ6:21 amMontego Bay Sangster Intl
Oct 31
MBJ9:55 amMontego Bay Sangster Intl
4h 20m
ORD2:15 pmChicago O'Hare Intl
American Airlines
Oct 26
ORD1:10 amChicago O'Hare Intl
7h 59m
2 stops
MBJ9:09 amMontego Bay Sangster Intl
Oct 27
MBJ10:28 amMontego Bay Sangster Intl
9h 27m
2 stops
ORD7:55 pmChicago O'Hare Intl

Best airlines flying from Chicago to Jamaica

Compare and see reviews for airlines that fly from Chicago to Jamaica with momondo
AirlineRatingFree CancellationPrice
Spirit Airlines
PriceFrom $179
Free Cancellation
Rating
6.4
6.5

Boarding

6.0

Comfort

6.9

Crew

4.9

Entertainment

5.2

Food

Reviews

Everything went well

1 / 10
JetBlue
PriceFrom $200
Free Cancellation
Rating
7.0
7.3

Boarding

7.6

Comfort

7.9

Crew

7.2

Entertainment

6.8

Food

Reviews

The boarding was late and when I arrived at my final destination I had to wait some more to exit the plane .. about 20 mins

1 / 10
American Airlines
PriceFrom $204
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Delta
PriceFrom $208
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
Copa Airlines
PriceFrom $238
Free Cancellation
Rating
7.9
8.1

Boarding

7.8

Comfort

8.3

Crew

7.3

Entertainment

7.6

Food

Reviews

Reasonable

1 / 10
United Airlines
PriceFrom $241
Free Cancellation
Rating
6.9
7.3

Boarding

6.7

Comfort

7.5

Crew

6.7

Entertainment

6.2

Food

Reviews

Not because the flight is going to Africa we can’t get better service on board

1 / 10
Air Canada
PriceFrom $316
Free Cancellation
Rating
7.5
7.8

Boarding

7.3

Comfort

8.1

Crew

7.3

Entertainment

5.9

Food

Reviews

The food selection has been better in the past but due to Covid it is understandable. This particular flight did not have any entertainment and the Air Canada App did not work to access movies.

1 / 10

  • Are airlines flying from Chicago to Jamaica offering flexible cancellation due to COVID-19?

    Some of our partner airlines flying from Chicago to Jamaica are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are American Airlines, United Airlines, and Spirit Airlines. You can search for the full list of airlines like American Airlines that are offering this flexibility.


Can I fly to Jamaica from Chicago right now?

Information is based on travel restrictions from Chicago to Jamaica

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Jamaica.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Jamaica.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Jamaica.

Documents
Travel authorization form - Fill out the form 7 days before departure to Jamaica.


Can I fly back to Chicago from Jamaica?

Returning to Chicago from Jamaica

COVID-19 testing requirements
Visitors from Jamaica must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Jamaica are not required to quarantine after entering Chicago.

If you are planning to travel to Jamaica at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to Jamaica

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Montego Bay Flights
Fastest flight time3h 57m
Cheapest price$216
St. Louis to Montego Bay Flights
Fastest flight time14h 46m
Cheapest price$234

Flights to other cities in Jamaica

Lost the lust for Jamaica? Check out some flights to other cities in Jamaica