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Cheap flights from Chicago to Montego Bay from $114

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 1/14. 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.
5:11 am - 12:10 pmORD-MBJ
5h 59m1 stop
1:16 pm - 8:13 pmMBJ-ORD
7h 57m1 stop
$292Spirit Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
5:00 am - 1:30 pmORD-MBJ
7h 30m1 stop
1:16 pm - 11:32 pmMBJ-ORD
11h 16m1 stop
$300Spirit Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
8:01 pm - 10:34 amMDW-MBJ
13h 33m1 stop
2:20 pm - 11:29 pmMBJ-MDW
10h 09m1 stop
$325Frontier
Find Deal
Wed, Jan 22 - Sat, Feb 1
8:01 pm - 10:34 amMDW-MBJ
13h 33m1 stop
11:44 am - 6:26 pmMBJ-MDW
7h 42m1 stop
$330Frontier
Find Deal
Wed, Jan 22 - Thu, Jan 30
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:37 pm - 7:17 pmMBJ-ORD
4h 40mnonstop
$465American Airlines
Find Deal
Sun, Feb 9 - Thu, Feb 20
7:00 am - 2:55 pmORD-MBJ
6h 55m1 stop
3:37 pm - 7:17 pmMBJ-ORD
4h 40mnonstop
$469American Airlines
Find Deal
Sun, Feb 9 - Fri, Feb 14
6:00 am - 3:24 pmMDW-MBJ
8h 24m1 stop
8:00 am - 4:21 pmMBJ-MDW
9h 21m1 stop
$469Delta
Find Deal
Wed, Jan 8 - Tue, Jan 14
6:00 am - 3:24 pmMDW-MBJ
8h 24m1 stop
2:12 pm - 10:20 pmMBJ-MDW
9h 08m1 stop
$474Delta
Find Deal
Tue, Jan 7 - Thu, Jan 16
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
1:25 pm - 9:43 pmMBJ-ORD
9h 18m1 stop
$475United Airlines
Find Deal
Tue, Jan 7 - Tue, Jan 14
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$482United Airlines
Find Deal
Thu, Jan 30 - Fri, Feb 7
5:11 am - 12:10 pmORD-MBJ
5h 59m1 stop
$114Spirit Airlines
Find Deal
Tue, Jan 14
5:11 am - 12:10 pmORD-MBJ
5h 59m1 stop
$128Spirit Airlines
Find Deal
Tue, Jan 21
8:01 pm - 10:34 amMDW-MBJ
13h 33m1 stop
$130Frontier
Find Deal
Wed, Jan 22
8:01 pm - 10:34 amMDW-MBJ
13h 33m1 stop
$133Frontier
Find Deal
Wed, Jan 22
6:00 am - 3:24 pmMDW-MBJ
8h 24m1 stop
$211Delta
Find Deal
Tue, Jan 14
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
$212United Airlines
Find Deal
Mon, Feb 17
6:00 am - 1:10 pmORD-MBJ
7h 10m1 stop
$216United Airlines
Find Deal
Tue, Apr 8
12:44 pm - 8:52 pmMDW-MBJ
7h 08m1 stop
$216Delta
Find Deal
Wed, Feb 26
6:55 pm - 10:26 amORD-MBJ
14h 31m1 stop
$241American Airlines
Find Deal
Mon, Dec 30
4:40 pm - 10:15 amORD-MBJ
16h 35m1 stop
$266American Airlines
Find Deal
Fri, Feb 14
5:27 pm - 10:15 amORD-MBJ
15h 48m1 stop
6:04 pm - 12:26 amMBJ-ORD
7h 22m1 stop
$646American Airlines
Find Deal
Thu, Dec 19 - Mon, Dec 23
6:20 am - 2:40 pmORD-MBJ
7h 20m1 stop
3:05 pm - 10:52 pmMBJ-ORD
8h 47m1 stop
$653Delta
Find Deal
Thu, Dec 19 - Sun, Dec 29
6:30 am - 8:54 amORD-MBJ
25h 24m2 stops
10:14 am - 10:12 pmMBJ-ORD
12h 58m1 stop
$711Frontier
Find Deal
Thu, Dec 19 - Mon, Dec 23
7:17 am - 8:54 amMDW-MBJ
24h 37m2 stops
10:14 am - 3:11 pmMBJ-MDW
29h 57m1 stop
$800Frontier
Find Deal
Thu, Dec 19 - Mon, Dec 23
8:14 pm - 1:45 pmORD-MBJ
16h 31m1 stop
2:38 pm - 2:36 pmMBJ-ORD
24h 58m2 stops
$825Spirit Airlines
Find Deal
Sun, Dec 22 - Sat, Dec 28
6:00 am - 2:00 pmORD-MBJ
7h 00m1 stop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$836United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
5:00 am - 2:00 pmORD-MBJ
8h 00m1 stop
3:20 pm - 12:30 amMBJ-ORD
10h 10m1 stop
$846United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
7:53 pm - 1:30 pmORD-MBJ
16h 37m2 stops
2:38 pm - 7:47 amMBJ-ORD
18h 09m2 stops
$857Spirit Airlines
Find Deal
Thu, Dec 19 - Mon, Dec 23
8:30 am - 1:30 pmMDW-MBJ
4h 00mnonstop
1:45 pm - 8:35 pmMBJ-MDW
7h 50m2 stops
$874Southwest
Find Deal
Sat, Dec 21 - Mon, Dec 23
5:25 am - 2:50 pmMDW-MBJ
8h 25m1 stop
1:45 pm - 12:20 amMBJ-MDW
11h 35m2 stops
$881Southwest
Find Deal
Mon, Dec 23 - Thu, Dec 26
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:37 pm - 7:17 pmMBJ-ORD
4h 40mnonstop
$465American Airlines
Find Deal
Sun, Feb 9 - Thu, Feb 20
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$482United Airlines
Find Deal
Thu, Jan 30 - Fri, Feb 7
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$485United Airlines
Find Deal
Wed, Mar 5 - Sat, Mar 8
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$488American Airlines
Find Deal
Fri, Jan 31 - Fri, Feb 7
9:13 am - 2:23 pmORD-MBJ
4h 10mnonstop
3:23 pm - 6:58 pmMBJ-ORD
4h 35mnonstop
$490American Airlines
Find Deal
Mon, Jan 20 - Mon, Feb 3
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$493United Airlines
Find Deal
Tue, Jan 7 - Sun, Jan 12
7:05 am - 12:15 pmORD-MBJ
4h 10mnonstop
1:15 pm - 4:50 pmMBJ-ORD
4h 35mnonstop
$514American Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
9:05 am - 1:05 pmMDW-MBJ
4h 00mnonstop
1:00 pm - 5:15 pmMBJ-MDW
4h 15mnonstop
$590Southwest
Find Deal
Sun, Mar 9 - Sun, Mar 16
8:25 am - 1:20 pmMDW-MBJ
3h 55mnonstop
2:10 pm - 5:25 pmMBJ-MDW
4h 15mnonstop
$591Southwest
Find Deal
Sat, Feb 1 - Sat, Feb 8
8:41 am - 1:46 pmORD-MBJ
4h 05mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
$1,005Lufthansa
Find Deal
Sun, Dec 29 - Sat, Jan 11

Frontier flights from Chicago to Montego Bay

Our best Frontier deals on Chicago to Montego Bay flight tickets
Frontier
Jan 22
MDW8:01 pmChicago Midway
13h 33m
1 stop
MBJ10:34 amMontego Bay Sangster Intl
Feb 1
MBJ2:20 pmMontego Bay Sangster Intl
10h 09m
1 stop
MDW11:29 pmChicago Midway
Frontier
Jan 22
MDW8:01 pmChicago Midway
13h 33m
1 stop
MBJ10:34 amMontego Bay Sangster Intl
Jan 30
MBJ11:44 amMontego Bay Sangster Intl
7h 42m
1 stop
MDW6:26 pmChicago Midway
Frontier
Jan 24
MDW12:51 pmChicago Midway
23h 19m
1 stop
MBJ1:10 pmMontego Bay Sangster Intl
Jan 30
MBJ11:44 amMontego Bay Sangster Intl
7h 42m
1 stop
MDW6:26 pmChicago Midway

Spirit Airlines flights from Chicago to Montego Bay

Our best Spirit Airlines deals on Chicago to Montego Bay flight tickets
Spirit Airlines
Feb 1
ORD5:11 amChicago O'Hare Intl
5h 59m
1 stop
MBJ12:10 pmMontego Bay Sangster Intl
Feb 8
MBJ1:16 pmMontego Bay Sangster Intl
7h 57m
1 stop
ORD8:13 pmChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD5:00 amChicago O'Hare Intl
7h 30m
1 stop
MBJ1:30 pmMontego Bay Sangster Intl
Jan 15
MBJ1:16 pmMontego Bay Sangster Intl
11h 16m
1 stop
ORD11:32 pmChicago O'Hare Intl
Spirit Airlines
Jan 14
ORD5:11 amChicago O'Hare Intl
5h 59m
1 stop
MBJ12:10 pmMontego Bay Sangster Intl
Jan 25
MBJ1:16 pmMontego Bay Sangster Intl
7h 57m
1 stop
ORD8:13 pmChicago O'Hare Intl

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 to Montego Bay?

If you aren’t able to travel to Montego Bay during the month of April, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $478.

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 is on a Sunday. momondo users have found tickets for Sunday departures for as low as $498. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Montego Bay on Thursday is $632.

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

At noon is the cheapest time of day to fly from Chicago to Montego Bay when you can find flight prices for as low as $403. Flying to Montego Bay at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $551.

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

Fly from Chicago O'Hare Intl to Montego Bay Sangster Intl for the best Chicago - Montego Bay Sangster Intl flight prices

How far in advance should I book a flight to Montego Bay?

The best time to book a flight to Montego Bay from Chicago is 40 days out, which is when prices tend to be around $565. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $368.

What cabin class options are available on Chicago to Montego Bay Sangster Intl flights?

There are 3 cabin classes available to choose from on Chicago to Montego Bay Sangster Intl 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 to Montego Bay flights?

You could potentially save up to 46% 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 December 2024, prices for Chicago to Montego Bay flights are approximately 14% cheaper 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

$114

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 $114. The best round-trip flight deal from Chicago to Montego Bay found on momondo in the last 72 hours is $292.
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
3,479 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $267Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $393Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $427Free CancellationRating
8.0
8,604 reviews
Search Delta flights
SouthwestPriceFrom $598Free CancellationRating
8.1
4,848 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 5 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.


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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