Find the cheapest flights from Jamaica to Chicago
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Not ready to book? to track prices.Frontier flights from Jamaica to Chicago Midway Airport
Our best Frontier deals on Jamaica to Chicago Midway Airport flight tickets
Delta flights from Jamaica to Chicago Midway Airport
Our best Delta deals on Jamaica to Chicago Midway Airport flight tickets
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Use the filters below to find and compare flights from Jamaica to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Sat 11/7
4:43 pm-11:47 pm
1 stop8h 04m
Chicago Midway
Sat 11/14
7:15 am-3:28 pm
1 stop7h 13m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Thu 11/5
4:43 pm-11:47 pm
1 stop8h 04m
Chicago Midway
Thu 11/26
1:16 pm-12:56 pm
1 stop22h 40m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Thu 11/5
4:43 pm-11:47 pm
1 stop8h 04m
Chicago Midway
Thu 11/26
1:16 pm-12:56 pm
1 stop22h 40m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Fri 11/6
4:23 pm-11:47 pm
1 stop8h 24m
Chicago Midway
Thu 11/19
6:42 pm-12:56 pm
1 stop17h 14m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Mon 12/14
2:22 pm-11:33 am
1 stop22h 11m
Chicago Midway
Mon 12/28
9:23 pm-1:08 pm
1 stop14h 45m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Thu 11/5
1:50 pm-10:45 pm
2 stops9h 55m
Chicago Midway
Thu 11/26
6:20 am-12:50 pm
1 stop5h 30m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Sat 11/7
4:43 pm-5:47 pm
1 stop26h 04m
Chicago Midway
Sat 11/14
7:15 am-3:28 pm
1 stop7h 13m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Sun 12/20
3:45 pm-11:10 pm
1 stop8h 25m
Chicago Midway
Sun 1/3
5:25 am-2:45 pm
1 stop8h 20m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Sat 11/7
4:43 pm-11:47 pm
1 stop8h 04m
Chicago Midway
Sat 11/14
12:20 pm-3:29 pm
2 stops26h 09m
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Wed 2/3
2:00 pm-10:50 pm
1 stop9h 50m
Chicago Midway
Sat 2/13
5:05 am-1:55 pm
1 stop7h 50m
See travel insights to Chicago from
How to get the cheapest flight ticket from Jamaica to Chicago Midway Airport
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 time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Jamaica at noon is the least expensive time of day to depart. momondo users have found prices as low as $479 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $763. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Jamaica to Chicago Midway flight route?
Fly from Montego Bay Sangster Intl to Chicago Midway for the best Jamaica - Chicago Midway flight prices
What cabin class options are available on Jamaica to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Jamaica to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Jamaica to Chicago Midway Airport flights?
No. A direct flight is the cheapest option for a flight between Jamaica to Chicago Midway Airport.
Cheap Jamaica to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Jamaica to Chicago Midway Airport
Frequently asked questions about flying from Jamaica to Chicago Midway Airport
When did momondo last update prices for flights from Jamaica to Chicago Midway Airport?
Prices for flights from Jamaica to Chicago Midway Airport refresh daily.
How old do you have to be to fly from Jamaica to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport 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 Midway Airport. 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 Midway Airport?
Based on momondo bookings for flights between Jamaica and Chicago Midway Airport, the leading plane model is Boeing 737 MAX 8, making up 37.50% of the total bookings. Other popular models include Boeing 737 with 25.00%, Boeing 737-800 Passenger/BBJ2 (winglets) with 25.00%, and Boeing 737-800 with 12.50%.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Jamaica to Chicago?
Finding the right flight to Chicago from Jamaica is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Jamaica to Chicago with flexible booking policies on momondo?
Flights from Jamaica to Chicago 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 Jamaica to Chicago?
Once all potential Jamaica to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Jamaica to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Jamaica. 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.