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Cheap flights from Chicago Midway Airport to Montego Bay from $174

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Montego Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:42 pm - 3:08 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
19h 26m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
4:43 pm - 5:47 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
26h 04m1 stop Atlanta Hartsfield-Jackson
$462Frontier
Thu, Nov 5 - Sun, Nov 8
Frontier Logo
3:50 pm - 1:17 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
20h 27m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
2:22 pm - 11:33 amMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
22h 11m1 stop Atlanta Hartsfield-Jackson
$462Frontier
Sun, Dec 6 - Mon, Dec 14
Frontier Logo
12:28 pm - 1:17 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
23h 49m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
2:22 pm - 2:55 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
25h 33m1 stop Atlanta Hartsfield-Jackson
$462Frontier
Sat, Dec 5 - Sun, Dec 13
Southwest Logo
5:20 am - 2:20 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
8h 00m1 stop Orlando
Southwest Logo
1:25 pm - 4:30 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
4h 05mnonstop
$494Southwest
Sat, Jan 23 - Sat, Jan 30
Delta Logo
6:04 am - 11:51 amMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
5h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:16 pm - 10:33 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$503Delta
Mon, Oct 26 - Wed, Oct 28
Southwest Logo
5:20 am - 12:25 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
6h 05m1 stop Orlando
Southwest Logo
2:00 pm - 10:50 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
9h 50m1 stop Orlando
$504Southwest
Sat, Jan 30 - Wed, Feb 3
Delta Logo
6:00 am - 12:55 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:10 pm - 8:49 amMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
17h 39m1 stop Minneapolis St Paul
$504Delta
Mon, Feb 1 - Wed, Feb 17
Southwest Logo
5:20 am - 2:20 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
8h 00m1 stop Orlando
Southwest Logo
2:05 pm - 9:20 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
8h 15m1 stop Orlando
$504Southwest
Sat, Jan 23 - Sat, Jan 30
Multiple Airlines Logo
1:18 pm - 12:46 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
22h 28m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:45 pm - 11:46 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
35h 01m2 stops Tampa Atlanta Hartsfield-Jackson
$538Multiple Airlines
Thu, Jan 7 - Wed, Jan 13
Multiple Airlines Logo
3:50 pm - 1:17 pmMDW  Chicago Midway-MBJ Montego Bay Sangster Intl
20h 27m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:45 pm - 11:46 pmMBJ  Montego Bay Sangster Intl-MDW Chicago Midway
35h 01m2 stops Tampa Atlanta Hartsfield-Jackson
$608Multiple Airlines
Sun, Dec 6 - Sat, Jan 9

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Frontier flights from Chicago Midway Airport to Montego Bay

Our best Frontier deals on Chicago Midway Airport to Montego Bay flight tickets
Frontier
Dec 5
MDW12:28 pmChicago Midway
23h 49m
1 stop
MBJ1:17 pmMontego Bay Sangster Intl
Dec 12
MBJ2:22 pmMontego Bay Sangster Intl
25h 33m
1 stop
MDW2:55 pmChicago Midway
$462
Frontier
Nov 13
MDW6:08 amChicago Midway
8h 00m
1 stop
MBJ3:08 pmMontego Bay Sangster Intl
Nov 16
MBJ4:23 pmMontego Bay Sangster Intl
8h 24m
1 stop
MDW11:47 pmChicago Midway
$475
Frontier
Nov 28
MDW8:28 amChicago Midway
27h 28m
1 stop
MBJ12:56 pmMontego Bay Sangster Intl
Dec 4
MBJ2:18 pmMontego Bay Sangster Intl
22h 15m
1 stop
MDW11:33 amChicago Midway
$481

Delta flights from Chicago Midway Airport to Montego Bay

Our best Delta deals on Chicago Midway Airport to Montego Bay flight tickets
Delta
Oct 26
MDW6:04 amChicago Midway
5h 47m
1 stop
MBJ11:51 amMontego Bay Sangster Intl
Oct 28
MBJ1:16 pmMontego Bay Sangster Intl
9h 17m
1 stop
MDW10:33 pmChicago Midway
$503
Delta
Oct 25
MDW6:04 amChicago Midway
5h 47m
1 stop
MBJ11:51 amMontego Bay Sangster Intl
Oct 30
MBJ12:59 pmMontego Bay Sangster Intl
21h 38m
2 stops
MDW10:37 amChicago Midway
$507
Delta
Jan 16
MDW5:25 pmChicago Midway
16h 45m
1 stop
MBJ11:10 amMontego Bay Sangster Intl
Jan 20
MBJ4:50 pmMontego Bay Sangster Intl
20h 43m
2 stops
MDW12:33 pmChicago Midway
$512

momondo Fare Finder

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

Fly from

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Route

Depart

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Price

Cheapest round-trip

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Thu 11/5

6:42 pm-3:08 pm

1 stop19h 26m

Montego Bay Sangster Intl

Sun 11/8

4:43 pm-5:47 pm

1 stop26h 04m

$462

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sun 12/6

3:50 pm-1:17 pm

1 stop20h 27m

Montego Bay Sangster Intl

Mon 12/14

2:22 pm-11:33 am

1 stop22h 11m

$462

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sat 12/5

12:28 pm-1:17 pm

1 stop23h 49m

Montego Bay Sangster Intl

Sun 12/13

2:22 pm-2:55 pm

1 stop25h 33m

$462
Quickest round-trip

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sat 1/23

5:20 am-2:20 pm

1 stop8h 00m

Montego Bay Sangster Intl

Sat 1/30

1:25 pm-4:30 pm

Nonstop4h 05m

$494

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Mon 10/26

6:04 am-11:51 am

1 stop5h 47m

Montego Bay Sangster Intl

Wed 10/28

1:16 pm-10:33 pm

1 stop9h 17m

$503

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sat 1/30

5:20 am-12:25 pm

1 stop6h 05m

Montego Bay Sangster Intl

Wed 2/3

2:00 pm-10:50 pm

1 stop9h 50m

$504

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Mon 2/1

6:00 am-12:55 pm

1 stop5h 55m

Montego Bay Sangster Intl

Wed 2/17

4:10 pm-8:49 am

1 stop17h 39m

$504

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sat 1/23

5:20 am-2:20 pm

1 stop8h 00m

Montego Bay Sangster Intl

Sat 1/30

2:05 pm-9:20 pm

1 stop8h 15m

$504

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Thu 1/7

1:18 pm-12:46 pm

1 stop22h 28m

Montego Bay Sangster Intl

Wed 1/13

1:45 pm-11:46 pm

2 stops35h 01m

$538

ChicagoMontego Bay

MDW Chicago Midway - MBJ Montego Bay Sangster Intl

MDWMBJ

Chicago Midway

Sun 12/6

3:50 pm-1:17 pm

1 stop20h 27m

Montego Bay Sangster Intl

Sat 1/9

1:45 pm-11:46 pm

2 stops35h 01m

$608

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Montego Bay from

How to get the cheapest flight ticket from Chicago Midway Airport to Montego Bay

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 Montego Bay?

If you aren’t able to travel to Montego Bay during the month of December, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $497.

What is the cheapest day to depart on your flight to Montego Bay?

On average, the least expensive day to fly to Montego Bay from Chicago Midway Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $482. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Montego Bay on Saturday is $612.

What is the cheapest Chicago Midway to Montego Bay Sangster Intl flight route?

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

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

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

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

When to book flights from Chicago Midway Airport to Montego Bay

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

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

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

Best Price Found

$174

Fastest flight time

3h 55m

Direct flights

Mon and Sun

Airports in Montego Bay

1 airport
The best one-way flight to Montego Bay from Chicago Midway Airport in the past 72 hours is $174. The best round-trip flight deal from Chicago Midway Airport to Montego Bay found on momondo in the last 72 hours is $462.
The fastest flight from Chicago Midway Airport to Montego Bay takes 3h 55m
Direct flights go from Chicago Midway Airport to Montego Bay on Monday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Montego Bay. From Chicago Midway Airport there are direct flights to Montego Bay Sangster Intl (MBJ).
Search flight deals

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

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

    Chicago Midway and Montego Bay Sangster Intl are 1710.6 mi apart from one another. A reasonable flight in good conditions will take 3h 55m.

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

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

  • How many operators does momondo search for flights from Chicago Midway Airport to Montego Bay Sangster Intl Airport?

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Montego Bay Sangster Intl Airport.

  • What documentation or ID do you need to fly to Montego Bay Sangster Intl Airport?

    The required travel and health documents for your Montego Bay Sangster Intl 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 Montego Bay Sangster Intl 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 Chicago Midway Airport to Montego Bay?

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

Best airlines flying from Chicago Midway Airport to Montego Bay

Compare and see reviews for airlines that fly from Chicago Midway Airport to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $172Free CancellationRating
5.5
2,539 reviews
Search Frontier flights
DeltaPriceFrom $452Free CancellationRating
7.8
8,649 reviews
Search Delta flights
SouthwestPriceFrom $467Free CancellationRating
7.9
4,216 reviews
Search Southwest flights

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Falmouth
Lucea
Treasure Beach
Whitehouse

Why use momondo?

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

It is quick and easy to find Chicago to Montego Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Montego Bay that suits you.

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

Yes. momondo enables you to select and highlight flights to Montego Bay from Chicago with this policy.

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

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 Montego Bay.

I’m not ready to book a flight from Chicago to Montego Bay right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Montego Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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