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Cheap flights from Montego Bay to Chicago from $224

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Montego Bay to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:23 pm - 11:47 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
8h 24m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:08 am - 3:08 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
8h 00m1 stop Atlanta Hartsfield-Jackson
$383Frontier
Fri, Nov 6 - Mon, Nov 9
Frontier Logo
2:01 pm - 1:45 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
24h 44m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:16 pm - 12:56 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
22h 40m1 stop Atlanta Hartsfield-Jackson
$430Frontier
Fri, Nov 20 - Sun, Nov 22
Delta Logo
2:16 pm - 10:54 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
9h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 4:57 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
9h 57m1 stop Atlanta Hartsfield-Jackson
$465Delta
Fri, Nov 20 - Sun, Nov 29
Delta Logo
8:00 am - 10:22 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
15h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:58 am - 9:10 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
10h 12m1 stop Atlanta Hartsfield-Jackson
$467Delta
Thu, Dec 24 - Thu, Dec 31
Frontier Logo
4:43 pm - 11:55 amMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
20h 12m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:16 pm - 12:56 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
22h 40m1 stop Atlanta Hartsfield-Jackson
$467Frontier
Thu, Nov 19 - Sun, Nov 22
Delta Logo
8:00 am - 5:44 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
10h 44m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
9:58 am - 9:10 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
10h 12m1 stop Atlanta Hartsfield-Jackson
$467Delta
Thu, Dec 24 - Thu, Dec 31
Southwest Logo
1:50 pm - 11:00 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
10h 10m1 stop Orlando
Southwest Logo
8:40 pm - 2:25 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
16h 45m2 stops Orlando Baltimore/Washington
$491Southwest
Fri, Nov 6 - Mon, Nov 9
Frontier Logo
4:43 pm - 11:47 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
8h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:42 pm - 12:56 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
15h 14m2 stops Orlando Atlanta Hartsfield-Jackson
$507Frontier
Thu, Nov 19 - Sun, Nov 22
Southwest Logo
3:45 pm - 12:10 amMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
9h 25m2 stops Orlando Nashville Intl
Southwest Logo
8:40 pm - 2:25 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
16h 45m2 stops Orlando Baltimore/Washington
$531Southwest
Fri, Nov 6 - Mon, Nov 9
Frontier Logo
2:01 pm - 1:45 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
24h 44m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:42 pm - 12:56 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
15h 14m2 stops Orlando Atlanta Hartsfield-Jackson
$540Frontier
Fri, Nov 20 - Sun, Nov 22

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Frontier flights from Montego Bay to Chicago Midway Airport

Our best Frontier deals on Montego Bay to Chicago Midway Airport flight tickets
Frontier
Nov 6
MBJ4:23 pmMontego Bay Sangster Intl
8h 24m
1 stop
MDW11:47 pmChicago Midway
Nov 9
MDW6:08 amChicago Midway
8h 00m
1 stop
MBJ3:08 pmMontego Bay Sangster Intl
$383
Frontier
Nov 20
MBJ2:01 pmMontego Bay Sangster Intl
24h 44m
1 stop
MDW1:45 pmChicago Midway
Nov 22
MDW1:16 pmChicago Midway
22h 40m
1 stop
MBJ12:56 pmMontego Bay Sangster Intl
$430
Frontier
Nov 19
MBJ4:43 pmMontego Bay Sangster Intl
8h 04m
1 stop
MDW11:47 pmChicago Midway
Nov 22
MDW8:42 pmChicago Midway
15h 14m
2 stops
MBJ12:56 pmMontego Bay Sangster Intl
$507

Southwest flights from Montego Bay to Chicago Midway Airport

Our best Southwest deals on Montego Bay to Chicago Midway Airport flight tickets
Southwest
Nov 6
MBJ1:50 pmMontego Bay Sangster Intl
10h 10m
1 stop
MDW11:00 pmChicago Midway
Nov 9
MDW8:40 pmChicago Midway
16h 45m
2 stops
MBJ2:25 pmMontego Bay Sangster Intl
$491
Southwest
Nov 6
MBJ3:45 pmMontego Bay Sangster Intl
9h 25m
2 stops
MDW12:10 amChicago Midway
Nov 9
MDW8:40 pmChicago Midway
16h 45m
2 stops
MBJ2:25 pmMontego Bay Sangster Intl
$531
Southwest
Nov 20
MBJ1:00 pmMontego Bay Sangster Intl
10h 45m
2 stops
MDW10:45 pmChicago Midway
Nov 29
MDW5:40 amChicago Midway
7h 55m
1 stop
MBJ2:35 pmMontego Bay Sangster Intl
$540

momondo Fare Finder

 
Use the filters below to find and compare flights from Montego Bay to Chicago Midway Airport that are best for you.

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Cheapest round-trip
Quickest round-trip

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

Mon 11/9

6:08 am-3:08 pm

1 stop8h 00m

$383

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Fri 11/20

2:01 pm-1:45 pm

1 stop24h 44m

Chicago Midway

Sun 11/22

1:16 pm-12:56 pm

1 stop22h 40m

$430

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Fri 11/20

2:16 pm-10:54 pm

1 stop9h 38m

Chicago Midway

Sun 11/29

6:00 am-4:57 pm

1 stop9h 57m

$465

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Thu 12/24

8:00 am-10:22 pm

1 stop15h 22m

Chicago Midway

Thu 12/31

9:58 am-9:10 pm

1 stop10h 12m

$467

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Thu 11/19

4:43 pm-11:55 am

1 stop20h 12m

Chicago Midway

Sun 11/22

1:16 pm-12:56 pm

1 stop22h 40m

$467

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Thu 12/24

8:00 am-5:44 pm

2 stops10h 44m

Chicago Midway

Thu 12/31

9:58 am-9:10 pm

1 stop10h 12m

$467

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Fri 11/6

1:50 pm-11:00 pm

1 stop10h 10m

Chicago Midway

Mon 11/9

8:40 pm-2:25 pm

2 stops16h 45m

$491

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Thu 11/19

4:43 pm-11:47 pm

1 stop8h 04m

Chicago Midway

Sun 11/22

8:42 pm-12:56 pm

2 stops15h 14m

$507

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Fri 11/6

3:45 pm-12:10 am

2 stops9h 25m

Chicago Midway

Mon 11/9

8:40 pm-2:25 pm

2 stops16h 45m

$531

Montego BayChicago

MBJ Montego Bay Sangster Intl - MDW Chicago Midway

MBJMDW

Montego Bay Sangster Intl

Fri 11/20

2:01 pm-1:45 pm

1 stop24h 44m

Chicago Midway

Sun 11/22

8:42 pm-12:56 pm

2 stops15h 14m

$540

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Montego Bay 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 Montego Bay Sangster Intl to Chicago Midway flight route?

Fly from Montego Bay Sangster Intl to Chicago Midway for the best Montego Bay Sangster Intl - Chicago Midway flight prices

What cabin class options are available on Montego Bay to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Montego Bay 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 Montego Bay to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Montego Bay to Chicago Midway Airport.

When to book flights from Montego Bay to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montego Bay to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montego Bay to Chicago Midway Airport (MBJ to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montego Bay to Chicago Midway Airport

Best Price Found

$224

Fastest flight time

8h 07m

Direct flights

Sun
The best one-way flight to Chicago Midway Airport from Montego Bay in the past 72 hours is $224. The best round-trip flight deal from Montego Bay to Chicago Midway Airport found on momondo in the last 72 hours is $383.
The fastest flight from Montego Bay to Chicago Midway Airport takes 8h 07m
Direct flights go from Montego Bay to Chicago Midway Airport on Sunday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from Montego Bay to Chicago Midway Airport

  • How far is Montego Bay Sangster Intl to Chicago Midway by plane?

    The straight-line distance from Montego Bay Sangster Intl to Chicago Midway is 1710.6 mi. A reasonable flight in good conditions will take 8h 07m.

  • When did momondo last update prices for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport?

    Prices for flights from Montego Bay Sangster Intl Airport to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Montego Bay Sangster Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montego Bay Sangster Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Montego Bay to Chicago Midway Airport?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Portage
Lansing
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Valparaiso
Schererville
Munster
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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Montego Bay to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Montego Bay to Chicago for you.

Can I find flights from Montego Bay to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Montego Bay which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Montego Bay to Chicago?

Once all potential Montego Bay 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 Montego Bay to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Montego Bay to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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