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Latest Flight Deals from Kingston to Chicago

Book one-way or return flights from Kingston to Chicago from as little as AU$ 292. Choose from the popular airlines below and book your flight today!

  • One way
  • Return
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Wed, May 15|Kingston - Chicago|Spirit Airlines
        AU$ 292AU$ 506
        42% OFF
        42% OFF
        AU$ 506AU$ 292
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Thu, May 16|Kingston - Chicago|Spirit Airlines
        AU$ 330AU$ 506
        35% OFF
        35% OFF
        AU$ 506AU$ 330
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Tue, May 14|Kingston - Chicago|Spirit Airlines
        AU$ 344AU$ 506
        32% OFF
        32% OFF
        AU$ 506AU$ 344
      • KIN12:12
        10h 53m
        1 stop
        ORD23:05
        Tue, Apr 30|Kingston - Chicago|Spirit Airlines
        AU$ 352
        AU$ 352
      • KIN12:26
        11h 54m
        1 stop
        ORD00:20
        Sat, May 4|Kingston - Chicago|Spirit Airlines
        AU$ 359
        AU$ 359
      • KIN12:26
        10h 51m
        1 stop
        ORD23:17
        Mon, May 13|Kingston - Chicago|Spirit Airlines
        AU$ 364
        AU$ 364
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Fri, May 10|Kingston - Chicago|Spirit Airlines
        AU$ 375
        AU$ 375
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Thu, May 9|Kingston - Chicago|Spirit Airlines
        AU$ 377
        AU$ 377
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Mon, Jun 3|Kingston - Chicago|Spirit Airlines
        AU$ 383
        AU$ 383
      • KIN12:26
        11h 3m
        1 stop
        ORD23:29
        Wed, May 8|Kingston - Chicago|Spirit Airlines
        AU$ 386
        AU$ 386
      • KIN13:00
        3h 5m
        Direct
        CHI14:00
        Fri, May 3|Kingston - Chicago|Spirit 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 Kingston to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Kingston to Chicago. 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 Kingston to Chicago

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

Spirit Airlines
From AU$ 292
Copa Airlines
From AU$ 390
Jetblue Airways
From AU$ 440
Caribbean Airlines
From AU$ 455
Flair Airlines
From AU$ 463
American Airlines
From AU$ 465
Delta Air Lines
From AU$ 493
Cayman Airways
From AU$ 546
Air Canada
From AU$ 560
WestJet
From AU$ 648
ANA airlines

Find more flights and airlines

Alternative Routes from Kingston to Chicago

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

  • Cheapest
    Spirit Airlines
    KIN
    12:26
    11h 3m
    1 transfer
    ORD
    23:29
    Norman Manley International Airport - O'Hare International Airport
    Wed, May 15Spirit Airlines
    AU$ 292
  • Flair Airlines
    KIN
    19:00
    24h 2m
    1 transfer
    MDW
    19:02
    Norman Manley International Airport - Midway International Airport
    Fri, Jun 7Flair Airlines
    AU$ 463
  • Flair Airlines
    KIN
    19:00
    24h 2m
    1 transfer
    MDW
    19:02
    Norman Manley International Airport - Midway International Airport
    Fri, Jun 7Flair Airlines
    AU$ 463
    Find More Flights

How do I find the cheapest flights?

  • When are flight from Kingston (KIN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Kingston to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Kingston (KIN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$ 999.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Kingston to Chicago

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 Kingston to Chicago. 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 Kingston to Chicago

Cheapest direct flight price

AU$ 292

Off-season for travel

December

Peak season for travel

July

Flight distance

2,854.66km

Popular airline

Caribbean Airlines

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