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Latest Flight Deals from Chicago to Montego Bay

Book one-way or return flights from Chicago to Montego Bay from as little as NZD 165. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • ORD06:00
        9h 19m
        1 stop
        MBJ15:19
        Sat, May 4|Chicago - Montego Bay|Frontier Airlines
        NZD 165NZD 262
        37% OFF
        37% OFF
        NZD 262NZD 165
      • ORD06:00
        7h 59m
        1 stop
        MBJ13:59
        Sun, May 5|Chicago - Montego Bay|Frontier Airlines
        NZD 165NZD 262
        37% OFF
        37% OFF
        NZD 262NZD 165
      • MDW20:16
        11h 4m
        1 stop
        MBJ07:20
        Tue, Apr 30|Chicago - Montego Bay|Frontier Airlines
        NZD 165NZD 262
        37% OFF
        37% OFF
        NZD 262NZD 165
      • ORD06:00
        8h 53m
        1 stop
        MBJ14:53
        Tue, May 7|Chicago - Montego Bay|Frontier Airlines
        NZD 165
        NZD 165
      • ORD22:00
        9h 20m
        1 stop
        MBJ07:20
        Tue, May 7|Chicago - Montego Bay|Spirit Airlines
        NZD 168
        NZD 168
      • ORD05:00
        6h 41m
        1 stop
        MBJ11:41
        Tue, May 28|Chicago - Montego Bay|Spirit Airlines
        NZD 180
        NZD 180
      • MDW20:16
        11h 4m
        1 stop
        MBJ07:20
        Tue, May 14|Chicago - Montego Bay|Frontier Airlines
        NZD 181
        NZD 181
      • MDW07:00
        24h 20m
        1 stop
        MBJ07:20
        Fri, May 10|Chicago - Montego Bay|Frontier Airlines
        NZD 182
        NZD 182
      • ORD05:00
        6h 41m
        1 stop
        MBJ11:41
        Tue, May 21|Chicago - Montego Bay|Spirit Airlines
        NZD 185
        NZD 185
      • ORD05:00
        6h 41m
        1 stop
        MBJ11:41
        Mon, May 20|Chicago - Montego Bay|Spirit Airlines
        NZD 196
        NZD 196
      • CHI13:00
        3h 5m
        Direct
        MBJ14:00
        Mon, May 6|Chicago - Montego Bay|Frontier Airlines
        Find More Flights
        Find More Flights

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.
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 NZD 165
Spirit Airlines
From NZD 168
American Airlines
From NZD 250
Delta Air Lines
From NZD 268
United Airlines
From NZD 303
Copa Airlines
From NZD 334
WestJet
From NZD 388
Jetblue Airways
From NZD 396
Southwest Airlines
From NZD 402
Air Canada
From NZD 435
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
    Frontier Airlines
    ORD
    06:00
    9h 19m
    1 transfer
    MBJ
    15:19
    O'Hare International Airport - Sangster International Airport
    Sat, May 4Frontier Airlines
    NZD 165
  • Frontier Airlines
    MDW
    20:16
    11h 4m
    1 transfer
    MBJ
    07:20
    Midway International Airport - Sangster International Airport
    Tue, Apr 30Frontier Airlines
    NZD 165
  • Frontier Airlines
    MDW
    20:16
    11h 4m
    1 transfer
    MBJ
    07:20
    Midway International Airport - Sangster International Airport
    Tue, Apr 30Frontier Airlines
    NZD 165
    Find More Flights

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 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 NZD 780.

  • 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.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Chicago to Montego Bay

Cheapest nonstop flight price

NZD 164

Cheapest round-trip ticket price

NZD 581

Off-season for travel

April

Peak season for travel

October

Flight distance

2,757.18km

Average flight time

4 hours

Popular airline

American Airlines

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