US$98️ Cheap Flights from Chicago to Montego Bay (2024)

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Chicago to Montego Bay - Flights Starting at US$98

Book one-way or return flights from Chicago to Montego Bay from as little as US$98. 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.

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

We monitor flight fares to help you seize the best deals effortlessly

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

Cheapest airlines flights 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 US$98

Spirit Airlines

From US$107

American Airlines

From US$149

Delta Air Lines

From US$160

United Airlines

From US$181

Southwest Airlines

From US$201

Copa Airlines

From US$225

Jetblue Airways

From US$228

WestJet

From US$238

Air Canada

From US$259

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Montego Bay

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

Cheapest
ORD
06:00
8h 53m
1 transfer
MBJ
14:53
O'Hare International Airport - Sangster International Airport
Tue, Apr 30Frontier Airlines
US$98
MDW
20:16
11h 4m
1 transfer
MBJ
07:20
Midway International Airport - Sangster International Airport
Tue, Apr 30Frontier Airlines
US$99
MDW
20:16
11h 4m
1 transfer
MBJ
07:20
Midway International Airport - Sangster International Airport
Tue, Apr 30Frontier Airlines
US$99
Find More Flights

Frequently Asked Questions

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 departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Montego Bay (MBJ) cost?
According to Trip.com's data, the lowest price is around $459.
How long does it take to fly from Chicago (CHI) to Montego Bay (MBJ) and what is the distance?
It takes around 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.

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

Chicago to Montego Bay Flight Information

Cheapest nonstop flight price	$97
Cheapest round-trip ticket price	$336
Off-season for travel	April
Peak season for travel	July
Flight distance	2,757.18km
Average flight time	4 hours
Popular airline	American Airlines