Cheap Flights from Kingston to Chicago from CAD 262️ 2024

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Find Kingston to Chicago flights starting at CAD 262.

Book one-way or return flights from Kingston to Chicago from as little as CAD 262. 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 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.

Find Cheapest 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 CAD 262

Copa Airlines

From CAD 355

Jetblue Airways

From CAD 395

Caribbean Airlines

From CAD 408

Flair Airlines

From CAD 416

Delta Air Lines

From CAD 487

Cayman Airways

From CAD 491

American Airlines

From CAD 521

Air Canada

From CAD 545

WestJet

From CAD 578

ANA airlines

Find more flights and airlines

Alternative Routes for Kingston to Chicago Flights

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

Cheapest
KIN
12:26
11h 3m
1 transfer
ORD
23:29
Norman Manley International Airport - O'Hare International Airport
Wed, May 15Spirit Airlines
CAD 262
KIN
19:00
24h 2m
1 transfer
MDW
19:02
Norman Manley International Airport - Midway International Airport
Fri, Jun 7Flair Airlines
CAD 416
KIN
19:00
24h 2m
1 transfer
MDW
19:02
Norman Manley International Airport - Midway International Airport
Fri, Jun 7Flair Airlines
CAD 416
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How do I find the cheapest flights?

When are flight tickets 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 cheapest 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 CAD 909.
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)?
There are 5 airport(s) in Chicago (CHI): Chicago Du Page County Airport, Midway International Airport, O'Hare International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

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.

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