SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

Cheap Flights from Toronto to Chicago (YTO - CHI)

DepartReturn
1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
Choose Sites to Compare vs. KAYAK

Best fares from YTO to CHI (Found by others)

Sun Mon Tue Wed Thu Fri Sat
  1 $432 2 $549 3 $524 4 $520 5 $708 6 $438
7 $561 8 $500 9 $309 10 $306 11 $309 12 $309 13 $309
14 $284 15 $284 16 $284 17 $284 18 $284 19 $306 20 $309
21 $306 22 $303 23 $309 24 $284 25 $284 26 $284 27 $284
28 $284 29 $284 30 $284        
KAYAK searches hundreds of sites to find the best rate for your next flight from Toronto to Chicago. Get the best flight deal for your Chicago trip!
Here's how it works. Search KAYAK for a flight ticket from Toronto to Chicago. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Direct flights YTO to CHI on American Airlines
Flight # Depart YYZ Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
4228 6:10 am 6:55 am Oct 2 - Oct 31
4228 6:10 am 6:55 am Oct 4 - Nov 1
4228 6:10 am 6:55 am Sep 3 - Oct 1
3081 9:15 am 10:05 am Oct 2 - Oct 24
2766 11:20 am 12:05 pm Sep 7 - Sep 30
2766 11:20 am 12:05 pm Sep 3 - Oct 1
4352 3:10 pm 3:55 pm Oct 3 - Oct 22
4352 3:10 pm 3:55 pm Oct 2 - Oct 2
4352 3:35 pm 4:20 pm Sep 25 - Oct 1
4352 3:35 pm 4:20 pm Sep 7 - Sep 30
4352 3:35 pm 4:20 pm Sep 4 - Sep 18
4352 3:35 pm 4:20 pm Sep 3 - Sep 24
4332 5:05 pm 5:56 pm Sep 3 - Sep 12
4332 5:05 pm 5:55 pm Oct 2 - Oct 2
4332 5:05 pm 5:55 pm Oct 3 - Oct 22
4332 5:05 pm 5:56 pm Sep 4 - Sep 11
4332 5:05 pm 5:56 pm Sep 18 - Sep 18
4332 5:05 pm 5:56 pm Sep 16 - Sep 30
4332 5:05 pm 5:56 pm Sep 13 - Sep 24
4332 5:05 pm 5:56 pm Sep 25 - Oct 1
3076 7:50 pm 8:38 pm Sep 25 - Oct 1
3076 7:50 pm 8:38 pm Sep 13 - Sep 24
3076 7:50 pm 8:38 pm Sep 18 - Sep 18
3076 7:50 pm 8:38 pm Sep 4 - Sep 11
3076 7:50 pm 8:38 pm Sep 3 - Sep 12
3076 7:52 pm 8:40 pm Oct 2 - Oct 2
3076 7:52 pm 8:40 pm Oct 3 - Oct 22
3304 8:45 pm 9:33 pm Sep 3 - Sep 24
3304 8:45 pm 9:33 pm Sep 25 - Oct 1
3304 8:45 pm 9:33 pm Sep 4 - Sep 18
3304 8:47 pm 9:35 pm Oct 3 - Oct 22
3304 8:47 pm 9:35 pm Oct 2 - Oct 2