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Cheap flights from Chicago to Montego Bay from $133

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 12/10. 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.
5:00 am - 12:40 pmORD-MBJ
7h 40m1 stop
1:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
$266Spirit Airlines
Find Deal
Tue, Oct 29 - Wed, Oct 30
5:00 am - 12:40 pmORD-MBJ
7h 40m1 stop
1:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
$298Spirit Airlines
Find Deal
Sat, Oct 26 - Wed, Oct 30
5:00 am - 1:40 pmORD-MBJ
7h 40m1 stop
2:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
$305Spirit Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 6
4:24 pm - 3:52 pmORD-MBJ
22h 28m1 stop
12:24 pm - 9:45 pmMBJ-ORD
10h 21m1 stop
$335Frontier
Find Deal
Sat, Nov 9 - Sat, Nov 16
1:02 pm - 8:54 amMDW-MBJ
18h 52m1 stop
2:17 pm - 11:42 amMBJ-MDW
22h 25m1 stop
$347Frontier
Find Deal
Wed, Dec 4 - Tue, Dec 10
9:18 am - 2:23 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$443American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:24 pm - 6:55 pmMBJ-ORD
4h 31mnonstop
$445American Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 13
6:00 am - 2:00 pmORD-MBJ
7h 00m1 stop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$459United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
10:10 am - 8:49 pmMDW-MBJ
9h 39m1 stop
8:00 am - 4:09 pmMBJ-MDW
9h 09m1 stop
$459Delta
Find Deal
Mon, Jan 6 - Fri, Jan 10
9:30 am - 8:49 pmMDW-MBJ
10h 19m2 stops
8:00 am - 5:10 pmMBJ-MDW
10h 10m2 stops
$464Delta
Find Deal
Mon, Jan 6 - Fri, Jan 10
5:00 am - 1:37 pmORD-MBJ
7h 37m1 stop
$133Spirit Airlines
Find Deal
Tue, Dec 10
2:02 pm - 3:52 pmMDW-MBJ
24h 50m1 stop
$137Frontier
Find Deal
Sat, Nov 16
3:31 pm - 1:45 pmMDW-MBJ
21h 14m2 stops
Fri, Nov 15
3:25 pm - 1:37 pmORD-MBJ
21h 12m3 stops
Mon, Dec 9
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
$207American Airlines
Find Deal
Sun, Nov 10
5:45 am - 2:48 pmORD-MBJ
8h 03m1 stop
$211Delta
Find Deal
Wed, Jan 1
6:00 am - 4:33 pmMDW-MBJ
9h 33m1 stop
$211Delta
Find Deal
Tue, Nov 12
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
$222American Airlines
Find Deal
Fri, Jan 10
6:00 am - 2:29 pmORD-MBJ
7h 29m1 stop
$242United Airlines
Find Deal
Sun, Dec 15
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$243United Airlines
Find Deal
Fri, Jan 17
5:05 am - 11:40 amORD-MBJ
6h 35m1 stop
2:30 pm - 7:00 pmMBJ-ORD
4h 30mnonstop
$488American Airlines
Find Deal
Mon, Oct 14 - Thu, Oct 24
7:54 am - 11:17 amORD-MBJ
27h 23m1 stop
1:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
Mon, Oct 14 - Thu, Oct 24
10:10 pm - 10:30 amMDW-MBJ
12h 20m2 stops
3:05 pm - 9:45 pmMBJ-MDW
6h 40m1 stop
$599Southwest
Find Deal
Sun, Oct 13 - Tue, Oct 15
7:28 pm - 12:40 pmORD-MBJ
17h 12m2 stops
1:40 pm - 10:14 amMBJ-ORD
20h 34m3 stops
$601Spirit Airlines
Find Deal
Mon, Oct 14 - Thu, Oct 24
7:28 pm - 12:40 pmORD-MBJ
17h 12m2 stops
1:40 pm - 8:46 pmMBJ-ORD
7h 06m1 stop
$607Spirit Airlines
Find Deal
Mon, Oct 14 - Thu, Oct 24
9:05 pm - 10:30 amMDW-MBJ
13h 25m2 stops
12:05 pm - 7:50 pmMBJ-MDW
7h 45m1 stop
$611Southwest
Find Deal
Mon, Oct 14 - Thu, Oct 17
6:00 am - 3:33 pmORD-MBJ
9h 33m1 stop
4:58 pm - 11:57 pmMBJ-ORD
6h 59m1 stop
$634Delta
Find Deal
Sun, Oct 13 - Sat, Oct 19
6:25 am - 2:32 pmMDW-MBJ
32h 07m2 stops
11:27 am - 11:54 pmMBJ-MDW
12h 27m1 stop
$791Frontier
Find Deal
Sat, Oct 12 - Sat, Oct 19
3:00 pm - 2:32 pmMDW-MBJ
23h 32m1 stop
11:27 am - 11:54 pmMBJ-MDW
12h 27m1 stop
$813Frontier
Find Deal
Sat, Oct 12 - Sat, Oct 19
6:00 am - 11:48 amMDW-MBJ
5h 48m1 stop
1:13 pm - 9:38 pmMBJ-MDW
8h 25m1 stop
$985Delta
Find Deal
Sat, Oct 12 - Fri, Oct 18
9:10 am - 2:15 pmORD-MBJ
4h 05mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$443American Airlines
Find Deal
Sun, Dec 1 - Fri, Dec 6
9:05 am - 2:20 pmORD-MBJ
4h 15mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$445American Airlines
Find Deal
Mon, Jan 6 - Fri, Jan 10
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$455United Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
7:10 am - 12:10 pmORD-MBJ
4h 00mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$463American Airlines
Find Deal
Sat, Nov 30 - Thu, Dec 5
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
1:15 pm - 4:50 pmMBJ-ORD
4h 35mnonstop
$465American Airlines
Find Deal
Mon, Feb 3 - Sat, Feb 8
8:30 am - 1:30 pmMDW-MBJ
4h 00mnonstop
2:10 pm - 5:25 pmMBJ-MDW
4h 15mnonstop
$513Southwest
Find Deal
Sat, Jan 4 - Sat, Jan 11
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$545United Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$550United Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 13
8:00 am - 12:00 pmMDW-MBJ
4h 00mnonstop
1:00 pm - 5:15 pmMBJ-MDW
4h 15mnonstop
$881Southwest
Find Deal
Tue, Mar 18 - Sun, Mar 23
8:00 am - 12:00 pmMDW-MBJ
4h 00mnonstop
1:00 pm - 5:15 pmMBJ-MDW
4h 15mnonstop
$1,156Southwest
Find Deal
Thu, Mar 20 - Thu, Mar 27

Frontier flights from Chicago to Montego Bay

Our best Frontier deals on Chicago to Montego Bay flight tickets
Frontier
Nov 9
ORD4:24 pmChicago O'Hare Intl
22h 28m
1 stop
MBJ3:52 pmMontego Bay Sangster Intl
Nov 16
MBJ12:24 pmMontego Bay Sangster Intl
10h 21m
1 stop
ORD9:45 pmChicago O'Hare Intl
Frontier
Dec 4
MDW1:02 pmChicago Midway
18h 52m
1 stop
MBJ8:54 amMontego Bay Sangster Intl
Dec 10
MBJ2:17 pmMontego Bay Sangster Intl
22h 25m
1 stop
MDW11:42 amChicago Midway
Frontier
Dec 4
MDW1:02 pmChicago Midway
18h 52m
1 stop
MBJ8:54 amMontego Bay Sangster Intl
Dec 7
MBJ4:20 pmMontego Bay Sangster Intl
21h 21m
1 stop
MDW12:41 pmChicago Midway

Delta flights from Chicago to Montego Bay

Our best Delta deals on Chicago to Montego Bay flight tickets
Delta
Jan 6
MDW10:10 amChicago Midway
9h 39m
1 stop
MBJ8:49 pmMontego Bay Sangster Intl
Jan 10
MBJ8:00 amMontego Bay Sangster Intl
9h 09m
1 stop
MDW4:09 pmChicago Midway
Delta
Jan 6
MDW9:30 amChicago Midway
10h 19m
2 stops
MBJ8:49 pmMontego Bay Sangster Intl
Jan 10
MBJ8:00 amMontego Bay Sangster Intl
10h 10m
2 stops
MDW5:10 pmChicago Midway
Delta
Jan 6
ORD5:50 amChicago O'Hare Intl
6h 02m
1 stop
MBJ12:52 pmMontego Bay Sangster Intl
Jan 10
MBJ3:18 pmMontego Bay Sangster Intl
9h 39m
1 stop
ORD11:57 pmChicago O'Hare Intl

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 typical price of a round-trip flight between Chicago and Montego Bay?

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 33% more expensive in the morning than at noon

What is the cheapest airline that flies to Montego Bay from Chicago?

Frontier. Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from Chicago to Montego Bay

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

How many flights depart from Chicago to Montego Bay on average per week?

As of October 2024, there are 5 flights per week flying from Chicago to Montego Bay. The most common day of the week flights depart is Sunday, with 20% of flights taking off on this day.

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 October 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

$133

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 $133. The best round-trip flight deal from Chicago to Montego Bay found on momondo in the last 72 hours is $266.
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 4h 00m.

  • 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 $117Free CancellationRating
6.1
3,645 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $251Free CancellationRating
6.3
8,212 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $377Free CancellationRating
7.4
9,366 reviews
Search United Airlines flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $427Free CancellationRating
8.0
8,958 reviews
Search Delta flights
SouthwestPriceFrom $623Free CancellationRating
8.1
5,203 reviews
Search Southwest flights
  • American Airlines Flights From Chicago to Montego Bay

    American Airlines flight deals from Chicago to Montego Bay start from $393 round-trip. Over the 5 American Airlines flights for this route in a normal week, average airfare is usually $544 round-trip - but some users have found much cheaper deals with momondo.


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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