Cheap Flights from Toronto to Chicago (YTO - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none

Best fares from YTO to CHI

Sun Mon Tue Wed Thu Fri Sat
  1 $226 2 $415 3 $318 4 $383 5 $318 6 $412
7
$412
8 $652 9 $383 10 $318 11 $276 12 $276 13 $276
14 $428 15 $224 16 $224 17 $239 18 $239 19 $241 20 $498
21 $328 22 $241 23 $241 24 $295 25 $295 26 $482 27 $241
28 $239 29 $428 30 $224 31 $223      

Best fares found by others...

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 6:00 am 7:05 am Nov 22 - Nov 29
4228 6:00 am 7:05 am Dec 20 - Dec 31
4228 6:00 am 7:05 am Dec 6 - Dec 13
4228 6:00 am 7:05 am Dec 2 - Dec 19
4228 6:00 am 7:05 am Nov 30 - Dec 1
3081 9:15 am 10:15 am Dec 2 - Dec 2
3081 9:15 am 10:15 am Dec 20 - Jan 5
3081 9:15 am 10:15 am Dec 16 - Dec 30
3081 9:15 am 10:15 am Dec 4 - Dec 28
3081 9:15 am 10:15 am Dec 1 - Dec 1
3081 9:15 am 10:15 am Dec 3 - Dec 19
3081 9:15 am 10:15 am Nov 20 - Nov 30
3081 9:15 am 10:15 am Dec 9 - Dec 9
4228 9:15 am 10:15 am Nov 28 - Nov 28
4352 3:29 pm 4:29 pm Dec 6 - Dec 13
4352 3:29 pm 4:29 pm Nov 22 - Nov 29
4352 3:29 pm 4:29 pm Dec 20 - Jan 3
4352 3:29 pm 4:29 pm Nov 21 - Dec 1
4352 3:29 pm 4:29 pm Dec 21 - Dec 30
4352 3:29 pm 4:29 pm Dec 25 - Dec 25
4352 3:29 pm 4:29 pm Dec 3 - Dec 15
4352 3:29 pm 4:29 pm Nov 30 - Dec 2
4352 3:29 pm 4:29 pm Dec 4 - Dec 14
4352 3:29 pm 4:29 pm Dec 16 - Dec 18
4352 3:29 pm 4:29 pm Dec 17 - Dec 17
4352 3:29 pm 4:29 pm Dec 19 - Jan 2
2956 5:15 pm 6:20 pm Dec 2 - Dec 30
2956 5:15 pm 6:20 pm Dec 3 - Jan 5
2956 5:40 pm 6:45 pm Nov 21 - Dec 1
2956 5:40 pm 6:45 pm Nov 29 - Nov 29
3076 7:50 pm 8:45 pm Dec 28 - Jan 5
3076 7:50 pm 8:45 pm Dec 27 - Jan 3
3076 7:50 pm 8:45 pm Dec 2 - Dec 30
3076 7:50 pm 8:45 pm Dec 4 - Dec 20
3076 7:50 pm 8:45 pm Dec 3 - Dec 22
3076 8:00 pm 8:55 pm Nov 28 - Dec 1
3304 8:30 pm 9:30 pm Nov 28 - Dec 1
3304 8:45 pm 9:45 pm Dec 2 - Dec 16
3304 8:45 pm 9:45 pm Dec 3 - Dec 17