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Cheap flights from Chicago to Montego Bay from $118

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 5/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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.
9:08 pm - 11:02 amORD-MBJ
13h 54m2 stops
12:07 pm - 11:59 pmMBJ-ORD
11h 52m1 stop
$286Spirit Airlines
Find Deal
Tue, Apr 1 - Tue, Apr 8
5:10 am - 11:02 amORD-MBJ
5h 52m1 stop
12:07 pm - 11:59 pmMBJ-ORD
11h 52m1 stop
$287Spirit Airlines
Find Deal
Tue, Apr 1 - Tue, Apr 8
9:08 pm - 11:02 amORD-MBJ
13h 54m2 stops
12:07 pm - 11:59 pmMBJ-ORD
11h 52m1 stop
$294Spirit Airlines
Find Deal
Tue, Apr 1 - Tue, Apr 8
2:12 pm - 2:13 pmMDW-MBJ
24h 01m1 stop
3:33 pm - 11:55 pmMBJ-MDW
8h 22m1 stop
$327Frontier
Find Deal
Wed, May 21 - Wed, May 28
6:44 pm - 2:13 pmMDW-MBJ
19h 29m1 stop
3:33 pm - 11:55 pmMBJ-MDW
8h 22m1 stop
$355Frontier
Find Deal
Fri, May 30 - Tue, Jun 3
8:10 am - 2:00 pmMDW-MBJ
5h 50m1 stop
12:30 pm - 4:45 pmMBJ-MDW
4h 15mnonstop
$439Southwest
Find Deal
Wed, Mar 12 - Tue, Mar 18
2:30 pm - 8:37 pmORD-MBJ
6h 07m1 stop
7:00 am - 4:20 pmMBJ-ORD
9h 20m1 stop
$449Delta
Find Deal
Mon, Mar 24 - Wed, Mar 26
8:10 am - 2:00 pmMDW-MBJ
5h 50m1 stop
1:35 pm - 8:50 pmMBJ-MDW
7h 15m1 stop
$449Southwest
Find Deal
Wed, Mar 12 - Wed, Mar 19
9:54 am - 3:23 pmMDW-MBJ
5h 29m1 stop
1:25 pm - 10:23 pmMBJ-MDW
8h 58m1 stop
$459Delta
Find Deal
Wed, Mar 12 - Tue, Mar 18
6:30 pm - 9:15 amORD-MBJ
14h 45m1 stop
2:30 pm - 9:05 amMBJ-ORD
18h 35m1 stop
$460American Airlines
Find Deal
Sun, Mar 23 - Thu, Mar 27

Southwest flights from Chicago to Montego Bay

Our best Southwest deals on Chicago to Montego Bay flight tickets
Southwest
Mar 12
MDW8:10 amChicago Midway
5h 50m
1 stop
MBJ2:00 pmMontego Bay Sangster Intl
Mar 18
MBJ12:30 pmMontego Bay Sangster Intl
4h 15m
MDW4:45 pmChicago Midway
Southwest
Mar 12
MDW8:10 amChicago Midway
5h 50m
1 stop
MBJ2:00 pmMontego Bay Sangster Intl
Mar 19
MBJ1:35 pmMontego Bay Sangster Intl
7h 15m
1 stop
MDW8:50 pmChicago Midway
Southwest
Mar 10
MDW5:55 amChicago Midway
5h 50m
1 stop
MBJ11:45 amMontego Bay Sangster Intl
Mar 18
MBJ12:30 pmMontego Bay Sangster Intl
4h 15m
MDW4:45 pmChicago Midway

Delta flights from Chicago to Montego Bay

Our best Delta deals on Chicago to Montego Bay flight tickets
Delta
Mar 24
ORD2:30 pmChicago O'Hare Intl
6h 07m
1 stop
MBJ8:37 pmMontego Bay Sangster Intl
Mar 26
MBJ7:00 amMontego Bay Sangster Intl
9h 20m
1 stop
ORD4:20 pmChicago O'Hare Intl
Delta
Mar 12
MDW9:54 amChicago Midway
5h 29m
1 stop
MBJ3:23 pmMontego Bay Sangster Intl
Mar 18
MBJ1:25 pmMontego Bay Sangster Intl
8h 58m
1 stop
MDW10:23 pmChicago Midway
Delta
Mar 12
MDW9:25 amChicago Midway
11h 19m
2 stops
MBJ8:44 pmMontego Bay Sangster Intl
Mar 19
MBJ7:00 amMontego Bay Sangster Intl
9h 14m
1 stop
MDW4:14 pmChicago 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 typical price of a round-trip flight between Chicago and Montego Bay?

What is the cheapest month to fly to Montego Bay?

If you aren’t able to travel to Montego Bay during the month of May, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $484.

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 $497. 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 $644.

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 $563.

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?

You are more likely to see cheaper flights to Montego Bay from Chicago when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Montego Bay for around $573 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montego Bay from Chicago for as low as $512 on momondo.

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.

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

As of February 2025, prices for Chicago to Montego Bay flights are approximately 114% 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

$118

Fastest flight time

4h 00m

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 $118. The best round-trip flight deal from Chicago to Montego Bay found on momondo in the last 72 hours is $286.
The fastest flight from Chicago to Montego Bay takes 4h 00m
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 $205Free CancellationRating
6.0
3,353 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $258Free CancellationRating
6.3
8,015 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $391Free CancellationRating
7.4
8,759 reviews
Search United Airlines flights
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $427Free CancellationRating
8.0
8,213 reviews
Search Delta flights
SouthwestPriceFrom $576Free CancellationRating
8.1
4,401 reviews
Search Southwest flights
  • United Airlines Flights From Chicago to Montego Bay

    United Airlines flight deals from Chicago to Montego Bay start from $391 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $589 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 $571. American Airlines operates 6 flights to Montego Bay from Chicago in an average week. Users have rated it 7.2/10 across 10,000 reviews.


Traveling to a place near Montego Bay?

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

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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