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Cheap flights from Chicago to Montego Bay from $136

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 Montego Bay departing on 1/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Montego Bay

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Montego Bay that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Montego Bay.

Cheap last minute flights

Planning a quick getaway from Chicago to Montego Bay? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Montego Bay, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Montego Bay

Find recent round-trip train or bus tickets from Chicago to Montego Bay.

All round-trip flight deals to Montego Bay

The cheapest plane tickets to Montego Bay found on KAYAK recently.
5:10 am - 1:37 pmORD-MBJ
7h 27m1 stop
2:42 pm - 8:13 pmMBJ-ORD
6h 31m1 stop
$320Spirit Airlines
Find Deal
Mon, Feb 3 - Fri, Feb 7
5:00 am - 1:30 pmORD-MBJ
7h 30m1 stop
2:42 pm - 8:13 pmMBJ-ORD
6h 31m1 stop
$322Spirit Airlines
Find Deal
Tue, Dec 31 - Wed, Jan 22
7:15 am - 10:38 amMDW-MBJ
26h 23m1 stop
2:20 pm - 11:29 pmMBJ-MDW
10h 09m1 stop
$336Frontier
Find Deal
Sat, Jan 11 - Sat, Jan 18
6:52 pm - 10:34 amMDW-MBJ
14h 42m1 stop
11:48 am - 3:33 pmMBJ-MDW
28h 45m1 stop
$370Frontier
Find Deal
Wed, Jan 8 - Sun, Jan 12
7:00 am - 2:25 pmORD-MBJ
6h 25m1 stop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$458American Airlines
Find Deal
Tue, Dec 10 - Thu, Dec 12
6:00 am - 2:00 pmORD-MBJ
7h 00m1 stop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$459United Airlines
Find Deal
Wed, Jan 1 - Fri, Jan 31
7:05 am - 3:24 pmORD-MBJ
7h 19m1 stop
4:49 pm - 11:59 pmMBJ-ORD
8h 10m1 stop
$469Delta
Find Deal
Tue, Feb 18 - Wed, Feb 26
6:00 am - 1:03 pmMDW-MBJ
6h 03m1 stop
4:49 pm - 10:20 pmMBJ-MDW
6h 31m1 stop
$469Delta
Find Deal
Tue, Dec 31 - Wed, Jan 22
8:35 pm - 3:00 pmORD-MBJ
17h 25m1 stop
11:20 am - 8:45 pmMBJ-ORD
10h 25m2 stops
$474American Airlines
Find Deal
Sat, Feb 8 - Tue, Feb 18
6:00 am - 2:37 pmORD-MBJ
7h 37m1 stop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$484United Airlines
Find Deal
Wed, Jan 8 - Sun, Jan 12
7:35 am - 10:38 amMDW-MBJ
26h 03m1 stop
$136Frontier
Find Deal
Sat, Jan 11
5:00 am - 1:30 pmORD-MBJ
7h 30m1 stop
$137Spirit Airlines
Find Deal
Tue, Dec 31
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$207United Airlines
Find Deal
Wed, Jan 8
9:45 am - 8:35 pmORD-MBJ
10h 50m2 stops
$211Delta
Find Deal
Tue, Mar 11
6:00 am - 3:24 pmMDW-MBJ
8h 24m1 stop
$211Delta
Find Deal
Sun, Jan 19
7:29 pm - 10:15 amORD-MBJ
13h 46m2 stops
$212American Airlines
Find Deal
Sat, Jan 4
8:35 pm - 12:45 pmMDW-MBJ
15h 10m2 stops
$217Southwest
Find Deal
Mon, Feb 17
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$230United Airlines
Find Deal
Tue, Dec 31
7:00 am - 12:10 pmORD-MBJ
4h 10mnonstop
$232American Airlines
Find Deal
Sat, Jan 4
8:25 am - 1:20 pmMDW-MBJ
3h 55mnonstop
$232Southwest
Find Deal
Sat, Jan 11
6:00 am - 2:07 pmORD-MBJ
7h 07m1 stop
3:32 pm - 11:59 pmMBJ-ORD
9h 27m1 stop
$518Delta
Find Deal
Fri, Nov 22 - Mon, Nov 25
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:53 pmMBJ-ORD
4h 30mnonstop
$553American Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
5:00 am - 12:28 pmORD-MBJ
6h 28m1 stop
3:23 pm - 6:53 pmMBJ-ORD
4h 30mnonstop
$558American Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
5:00 am - 2:47 pmORD-MBJ
8h 47m1 stop
11:23 am - 5:43 pmMBJ-ORD
7h 20m1 stop
$568American Airlines
Find Deal
Sat, Nov 23 - Tue, Nov 26
8:25 pm - 1:45 pmORD-MBJ
40h 20m2 stops
1:45 pm - 2:51 pmMBJ-ORD
26h 06m1 stop
$647Air Canada
Find Deal
Sat, Nov 23 - Tue, Nov 26
8:25 pm - 1:45 pmORD-MBJ
16h 20m2 stops
2:45 pm - 8:02 amMBJ-ORD
18h 17m2 stops
$669Air Canada
Find Deal
Sun, Nov 24 - Sun, Dec 1
1:09 pm - 1:45 pmORD-MBJ
23h 36m1 stop
2:38 pm - 10:56 amMBJ-ORD
21h 18m2 stops
$718Spirit Airlines
Find Deal
Fri, Nov 22 - Mon, Dec 2
11:51 am - 1:45 pmORD-MBJ
24h 54m1 stop
2:38 pm - 2:31 pmMBJ-ORD
24h 53m1 stop
$750Spirit Airlines
Find Deal
Fri, Nov 22 - Mon, Dec 2
5:45 am - 3:05 pmORD-MBJ
8h 20m2 stops
1:45 pm - 10:00 pmMBJ-ORD
9h 15m2 stops
$848Southwest
Find Deal
Thu, Nov 21 - Fri, Nov 29
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$1,076United Airlines
Find Deal
Sun, Nov 24 - Sun, Dec 1
9:30 am - 2:35 pmORD-MBJ
4h 05mnonstop
3:37 pm - 7:17 pmMBJ-ORD
4h 40mnonstop
$455American Airlines
Find Deal
Mon, Feb 17 - Fri, Feb 28
9:30 am - 2:35 pmORD-MBJ
4h 05mnonstop
3:37 pm - 7:17 pmMBJ-ORD
4h 40mnonstop
$480American Airlines
Find Deal
Wed, Feb 26 - Sun, Mar 2
8:05 am - 12:10 pmORD-MBJ
4h 05mnonstop
2:20 pm - 6:55 pmMBJ-ORD
4h 35mnonstop
$485American Airlines
Find Deal
Mon, Apr 7 - Tue, Apr 15
8:05 am - 12:10 pmORD-MBJ
4h 05mnonstop
2:20 pm - 6:55 pmMBJ-ORD
4h 35mnonstop
$500American Airlines
Find Deal
Tue, Apr 8 - Sun, Apr 13
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$503United Airlines
Find Deal
Sun, Dec 1 - Wed, Dec 4
8:25 am - 1:20 pmMDW-MBJ
3h 55mnonstop
2:10 pm - 5:25 pmMBJ-MDW
4h 15mnonstop
$505Southwest
Find Deal
Sat, Jan 11 - Sat, Jan 18
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$545United Airlines
Find Deal
Tue, Feb 4 - Thu, Feb 6
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$568United Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
9:30 am - 1:30 pmMDW-MBJ
4h 00mnonstop
2:40 pm - 6:55 pmMBJ-MDW
4h 15mnonstop
$641Southwest
Find Deal
Sat, Apr 5 - Sat, Apr 12
9:30 am - 2:30 pmMDW-MBJ
4h 00mnonstop
3:25 pm - 7:40 pmMBJ-MDW
4h 15mnonstop
$801Southwest
Find Deal
Sat, Mar 8 - Sat, Mar 15

Spirit Airlines flights from Chicago to Montego Bay

Our best Spirit Airlines deals on Chicago to Montego Bay flight tickets
Spirit Airlines
Feb 3
ORD5:10 amChicago O'Hare Intl
7h 27m
1 stop
MBJ1:37 pmMontego Bay Sangster Intl
Feb 7
MBJ2:42 pmMontego Bay Sangster Intl
6h 31m
1 stop
ORD8:13 pmChicago O'Hare Intl
Spirit Airlines
Dec 31
ORD5:00 amChicago O'Hare Intl
7h 30m
1 stop
MBJ1:30 pmMontego Bay Sangster Intl
Jan 22
MBJ2:42 pmMontego Bay Sangster Intl
6h 31m
1 stop
ORD8:13 pmChicago O'Hare Intl
Spirit Airlines
Dec 10
ORD5:00 amChicago O'Hare Intl
7h 33m
1 stop
MBJ1:33 pmMontego Bay Sangster Intl
Dec 12
MBJ2:38 pmMontego Bay Sangster Intl
7h 29m
1 stop
ORD9:07 pmChicago O'Hare Intl

Frontier flights from Chicago to Montego Bay

Our best Frontier deals on Chicago to Montego Bay flight tickets
Frontier
Jan 11
MDW7:15 amChicago Midway
26h 23m
1 stop
MBJ10:38 amMontego Bay Sangster Intl
Jan 18
MBJ2:20 pmMontego Bay Sangster Intl
10h 09m
1 stop
MDW11:29 pmChicago Midway
Frontier
Jan 8
MDW6:52 pmChicago Midway
14h 42m
1 stop
MBJ10:34 amMontego Bay Sangster Intl
Jan 12
MBJ11:48 amMontego Bay Sangster Intl
28h 45m
1 stop
MDW3:33 pmChicago Midway
Frontier
Dec 6
MDW4:27 pmChicago Midway
19h 42m
2 stops
MBJ1:09 pmMontego Bay Sangster Intl
Dec 10
MBJ2:17 pmMontego Bay Sangster Intl
22h 25m
1 stop
MDW11:42 amChicago Midway

See travel insights to Montego Bay from

How to get the cheapest flight ticket from Chicago 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 from Chicago to Montego Bay?

April. The cheapest time of year to fly to Montego Bay from Chicago is April. Most expensive is December

What is the cheapest day to depart Chicago for Montego Bay?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Thursday

When is the cheapest time to fly from Chicago to Montego Bay?

At noon. Chicago to Montego Bay flights are approximately 28% more expensive in the morning than at noon

What is the cheapest Chicago to Montego Bay 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 - Montego Bay flight prices

How far in advance should you book Chicago to Montego Bay flights?

20 days before. The cheapest time to buy a flight from Chicago to Montego Bay is approximately 20 days to departure

Can stopping save me money on Chicago to Montego Bay flights?

You could potentially save up to 35% on your flight if you consider stops on a Chicago to Montego Bay flight.

How have Chicago to Montego Bay flight prices changed over time?

As of November 2024, prices for Chicago to Montego Bay flights are approximately 18% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Montego Bay

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

Cheap Chicago to Montego Bay (CHI to MBJ) flight deals and tips

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

Best Price Found

$136

Fastest flight time

3h 55m

Direct flights

Every day

Airports in Montego Bay

1 airport
The best one-way flight to Montego Bay from Chicago in the past 72 hours is $136. The best round-trip flight deal from Chicago to Montego Bay found on momondo in the last 72 hours is $320.
The fastest flight from Chicago to Montego Bay takes 3h 55m
Direct flights go from Chicago to Montego Bay every day.
There is 1 airport near Montego Bay: Montego Bay Sangster Intl (MBJ)

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

    The distance between Chicago and Montego Bay Sangster Intl is about 1713.9 mi. A reasonable flight in good conditions will take 3h 55m.

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

    Prices for flights from Chicago to Montego Bay Sangster Intl Airport refresh daily.

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

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

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


Best airlines flying from Chicago to Montego Bay

Compare and see reviews for airlines that fly from Chicago to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $65Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $267Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $393Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $427Free CancellationRating
8.0
8,758 reviews
Search Delta flights
SouthwestPriceFrom $598Free CancellationRating
8.1
5,015 reviews
Search Southwest flights
  • United Airlines Flights From Chicago to Montego Bay

    United Airlines flight deals from Chicago to Montego Bay start from $393 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $599 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Chicago to Montego Bay

    American Airlines is also a popular choice for this route. American Airlines flight deals for Chicago to Montego Bay start from as low as $393 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $543. American Airlines operates 7 flights to Montego Bay from Chicago in an average week. Users have rated it 7.2/10 across 10,000 reviews.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Montego Bay. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Chicago to Montego Bay 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 Montego Bay?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Montego Bay from Chicago.

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

Yes momondo offers price alerts on flights to Montego Bay 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.


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