We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Browse Airline Reviews
Before you book your next flight, see reviews from travelers around the world
Read Reviews

Low fares for Toronto (YTO) to Chicago (CHI) Low fares for Toronto to Chicago
Wed 02/28 - Wed 03/14
14 days, 0 stops max
$270
Thu 03/22 - Mon 03/26
4 days, 1 stop max
$199
Fri 04/20 - Mon 04/23
3 days, 1 stop max
$195
Fri 05/04 - Mon 05/07
3 days, 1 stop max
$214
Fri 06/08 - Mon 06/11
3 days, 0 stops max
$226
Mon 07/23 - Wed 07/25
2 days, 0 stops max
$246
Thu 03/22 - Mon 03/26
4 days, 0 stops max
$200
Sat 03/24 - Wed 04/04
11 days, 0 stops max
$218
Wed 03/28 - Wed 04/04
7 days, 0 stops max
$218
Sun 03/18 - Mon 03/26
8 days, 0 stops max
$218
Thu 03/29 - Wed 04/04
6 days, 0 stops max
$218
Mon 03/26 - Sun 04/01
6 days, 0 stops max
$218
About TripAdvisor Flights

Your one-stop shop for finding the best flights from Kingston to Chicago. Simply tell us where and when you want to travel and we'll do all the legwork for you. Featuring the most powerful shopping tools on the web, we search the largest online travel websites, established airfare discounters, plus the world's leading airlines and low-cost carriers to bring back thousands of flight options.

Travel information for Kingston, Canada to Chicago

Route information
  • Kingston, Canada is 447 miles from Chicago
  • There are 49 daily flights from Kingston, Canada to Chicago
  • There are 56 weekly flights from Kingston, Canada to Chicago
  • 49 non-stop flights are operating from Kingston, Canada to Chicago today
  • Air Canada has the most nonstop flights between Kingston, Canada and Chicago
  • London, United Kingdom - Heathrow Airport is the most popular connection for one stop flights between Kingston, Canada and Chicago
In-Flight Information
  • The average flying time for a direct flight from Kingston, Canada to Chicago is 1 hour 57 minutes
  • Most direct flights leave around 7:54 EST
Arrival information
  • Chicago is 9 mi from Midway Airport (Chicago, IL).
  • Midway Airport (Chicago, IL)
    • Right now, 9 airlines operate out of Midway Airport.
    • Midway Airport offers nonstop flights to 66 cities.
    • Every week, at least 1,630 domestic flights and 72 international flights depart from Midway Airport.
  • Chicago is 16 mi from O'Hare Intl Airport (Chicago, IL).
  • O'Hare Intl Airport (Chicago, IL)
    • Right now, 81 airlines operate out of O'Hare Intl Airport.
    • O'Hare Intl Airport offers nonstop flights to 217 cities.
    • Every week, at least 18,974 domestic flights and 1,925 international flights depart from O'Hare Intl Airport.

Shop for hotels in Chicago