Cheap flights from Toronto to Chicago

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Easily compare round trip flights from Toronto to Chicago

Below you can see the best fares for your round trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Toronto to Chicago by changing tabs
Quickest
Cheapest
Porter Airlines
Porter Airlines
08 Sep
YTZ
11:55 am
Toronto Island airport
1h 45m
12:40 pm
MDW
Chicago Midway airport
Porter Airlines
12 Sep
MDW
9:30 am
Chicago Midway airport
1h 42m
12:12 pm
YTZ
Toronto Island airport
185 USD
Porter Airlines
Porter Airlines
27 Sep
YTZ
4:30 pm
Toronto Island airport
1h 47m
5:17 pm
MDW
Chicago Midway airport
Porter Airlines
29 Sep
MDW
6:10 am
Chicago Midway airport
1h 42m
8:52 am
YTZ
Toronto Island airport
193 USD
Porter Airlines
Porter Airlines
07 Sep
YTZ
8:50 am
Toronto Island airport
1h 47m
9:37 am
MDW
Chicago Midway airport
Porter Airlines
11 Sep
MDW
2:20 pm
Chicago Midway airport
1h 42m
5:02 pm
YTZ
Toronto Island airport
200 USD
American Airlines
American Airlines
03 Sep
YYZ
3:58 pm
Toronto Pearson Intl airport
1h 57m
4:55 pm
ORD
Chicago O'Hare Intl airport
American Airlines
15 Sep
ORD
2:50 am
Chicago O'Hare Intl airport
1h 28m
5:18 am
YYZ
Toronto Pearson Intl airport
228 USD
Interjet
Interjet
04 Oct
YYZ
6:10 am
Toronto Pearson Intl airport
1h 49m
6:59 am
ORD
Chicago O'Hare Intl airport
Interjet
13 Oct
ORD
9:55 am
Chicago O'Hare Intl airport
1h 37m
12:32 pm
YYZ
Toronto Pearson Intl airport
251 USD
Aer Lingus
Aer Lingus
01 Aug
YYZ
7:16 am
Toronto Pearson Intl airport
1h 48m
8:04 am
ORD
Chicago O'Hare Intl airport
Aer Lingus
04 Aug
ORD
2:35 pm
Chicago O'Hare Intl airport
1h 38m
5:13 pm
YYZ
Toronto Pearson Intl airport
422 USD

How to get the cheapest flight ticket from Toronto to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
WHAT IS THE CHEAPEST MONTH TO FLY TO CHICAGO?
February
The cheapest time of year to fly to Chicago from Toronto is February. Most expensive is January
WHAT IS THE CHEAPEST DAY TO FLY TO CHICAGO?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
WHEN IS THE CHEAPEST TIME TO FLY TO CHICAGO?
in the afternoon
Toronto to Chicago flights are approximately 102% more expensive in the morning than in the afternoon
WHAT IS THE CHEAPEST AIRLINE THAT FLIES TO CHICAGO?
Major Airline
Major Airline, Air Canada, and Porter Airlines are the most popular carriers operating from Toronto to Chicago
WHAT IS THE CHEAPEST ROUTE?
Toronto Island - Chicago Midway
Fly from Toronto Island to Chicago Midway for the best Toronto - Chicago flight prices
WHEN IS THE CHEAPEST TIME TO BOOK A FLIGHT TO CHICAGO?
37 days before
The cheapest time to buy a flight from Toronto to Chicago is approximately 37 days to departure
60
Days before departure
0

Flight information for Toronto to Chicago (CHI - YTO)

Find info about flight duration, direct flights, and airports for your flight from Toronto to Chicago
Fastest flight time 1h 44m The fastest flight from Toronto to Chicago takes 1h 44m.
Direct flights Every day Direct flights go from Toronto to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Flights from Toronto to:

Flights to Chicago from:

  • Toronto
  • Ontario
  • Canada
  • North America