Cheap Flights from Chicago to Montego Bay from CAD 134️ 2024

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Find Chicago to Montego Bay flights starting at CAD 134.

Book one-way or return flights from Chicago to Montego Bay from as little as CAD 134. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to Montego Bay? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Montego Bay. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Chicago to Montego Bay

View airlines operating flights from Chicago to Montego Bay. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines

From CAD 134

Spirit Airlines

From CAD 137

American Airlines

From CAD 203

Delta Air Lines

From CAD 218

United Airlines

From CAD 247

Copa Airlines

From CAD 272

WestJet

From CAD 316

Jetblue Airways

From CAD 323

Southwest Airlines

From CAD 327

Air Canada

From CAD 354

ANA airlines

Find more flights and airlines

Alternative Routes for Chicago to Montego Bay Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Montego Bay.

Cheapest
ORD
06:00
9h 19m
1 transfer
MBJ
15:19
O'Hare International Airport - Sangster International Airport
Sat, May 4Frontier Airlines
CAD 134
MDW
20:16
11h 4m
1 transfer
MBJ
07:20
Midway International Airport - Sangster International Airport
Tue, Apr 30Frontier Airlines
CAD 135
MDW
20:16
11h 4m
1 transfer
MBJ
07:20
Midway International Airport - Sangster International Airport
Tue, Apr 30Frontier Airlines
CAD 135
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How do I find the cheapest flights?

When are flight tickets from Chicago (CHI) to Montego Bay (MBJ) the cheapest?
Airlines adjust prices for flights from Chicago to Montego Bay based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from Chicago (CHI) to Montego Bay (MBJ) cost?
According to Trip.com's data, the lowest price is around CAD 636.
How long is the flight from Chicago (CHI) to Montego Bay (MBJ)?
It takes about 4 hours to fly from Chicago (CHI) to Montego Bay (MBJ).
What are the most popular airlines that fly from Chicago (CHI) to Montego Bay (MBJ)?
Airlines with flights from Chicago (CHI) to Montego Bay (MBJ): Southwest Airlines, United Airlines and American Airlines.
What's the most popular airline for direct flights from Chicago (CHI) to Montego Bay (MBJ)?
American Airlines operates 1 direct flights from Chicago (CHI) to Montego Bay (MBJ).
How many airports in Montego Bay (MBJ)?
There are 1 airport(s) in Montego Bay (MBJ): Sangster International Airport.

How to find a cheap flight from Chicago to Montego Bay

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Montego Bay. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Flight Information for Chicago to Montego Bay Flights

Cheapest direct flight price	CAD 134
Cheapest return ticket price	CAD 473
Cheapest month	April
Peak season for travel	October
Flight distance	2,757.18km
Average flight time	4 hours
Popular airline	American Airlines