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Cheap flights from Toronto to Chicago

Find cheap Chicago to Toronto flights with our free search service. Compare all available fares for direct or connection flights from Chicago to Toronto.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Toronto to Chicago flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Toronto (YTO) - Chicago (CHI) 2026-04-15 2026-04-15 207 USD 8 hours 56 minutes Connection 2026-01-12T23:13:14

Toronto to Chicago flight status

Flight Origin Destination Departure Arrival Equip
JL7451 Toronto (YYZ) Chicago (ORD) 1:14 p.m. 2:14 p.m. 738
NZ9811 Toronto (YYZ) Chicago (ORD) 3:30 p.m. 4:40 p.m. ERJ
BA1870 Toronto (YYZ) Chicago (ORD) 7:34 p.m. 9:21 p.m. 737-800
NZ9812 Toronto (YYZ) Chicago (ORD) 9 p.m. 10:05 p.m. A319
AC4990 Toronto (YYZ) Chicago (ORD) 5:30 p.m. 6:50 p.m. Airbus A319
UA8307 Toronto (YYZ) Chicago (ORD) 2:15 p.m. 3:10 p.m. EMBRAER EMB 175
AC7611 Toronto (YYZ) Chicago (ORD) 2:30 a.m. 6 a.m. E75
AC8293 Toronto (YYZ) Chicago (ORD) 1:50 p.m. 3:35 p.m. CRJ
MS9327 Toronto (YYZ) Chicago (ORD) 9 a.m. 10:06 a.m. None
NZ9808 Toronto (YYZ) Chicago (ORD) 11 a.m. 12:08 p.m.
NZ9810 Toronto (YYZ) Chicago (ORD) 5:30 p.m. 6:50 p.m. 319
AC5137 Toronto (YYZ) Chicago (ORD) 3:30 p.m. 4:40 p.m. EMBRAER EMB 175 (short wing)
UA8303 Toronto (YYZ) Chicago (ORD) 5:55 p.m. 7:34 p.m. E75
UA2142 Toronto (YYZ) Chicago (ORD) 9:30 p.m. 11:05 p.m. Boeing 737 Max 9
NZ9809 Toronto (YYZ) Chicago (ORD) 6:50 a.m. 8:05 a.m.
UA7383 Toronto (YYZ) Chicago (ORD) 12:35 p.m. 7:30 p.m. 319
5D2710 Toronto (YYZ) Chicago (ORD) 9:10 a.m. 1:30 p.m. E190
UA5491 Toronto (YYZ) Chicago (ORD) 9:29 a.m. 11:37 a.m. EMBRAER EMB 175 (short wing)
UA3626 Toronto (YYZ) Chicago (ORD) 11:07 a.m. 2:07 p.m. E7W
QF3270 Toronto (YYZ) Chicago (ORD) 12:39 p.m. 3:36 p.m. CR7
NH7763 Toronto (YYZ) Chicago (ORD) 6:50 a.m. 8:05 a.m. 738
AC507 Toronto (YYZ) Chicago (ORD) 2:15 p.m. 3:10 p.m. Airbus 320-211
QF3305 Toronto (YYZ) Chicago (ORD) 9:41 a.m. 12:34 p.m. CR7
UA8533 Toronto (YYZ) Chicago (ORD) 8:15 a.m. 9:13 a.m. E75
NH7383 Toronto (YYZ) Chicago (ORD) 9 a.m. 10:06 a.m. ERJ
UA2085 Toronto (YYZ) Chicago (ORD) 9:54 a.m. 3:14 p.m. Boeing 737-800
UA1423 Toronto (YYZ) Chicago (ORD) 3:18 p.m. 6:09 p.m. Airbus A319
UA8293 Toronto (YYZ) Chicago (ORD) 6:45 p.m. 7:45 p.m. EMBRAER EMB 175
QF3303 Toronto (YYZ) Chicago (ORD) 6:31 p.m. 9:23 p.m. CR7
AC4961 Toronto (YYZ) Chicago (ORD) 9 p.m. 10:05 p.m. EMBRAER EMB 175 (short wing)
UA8361 Toronto (YYZ) Chicago (ORD) 1:05 p.m. 5:20 p.m. E75
UA3632 Toronto (YYZ) Chicago (ORD) 10:10 a.m. 11:53 a.m. E75L
UA8091 Toronto (YYZ) Chicago (ORD) 8:40 p.m. 11:43 p.m. E75
C54954 Toronto (YYZ) Chicago (ORD) 7:45 p.m. 9:19 p.m. E45X
NZ9813 Toronto (YYZ) Chicago (ORD) 9 a.m. 10:05 a.m.
UA5512 Toronto (YYZ) Chicago (ORD) 5:25 p.m. 8:34 p.m. EMBRAER EMB 175 (short wing)
UA424 Toronto (YYZ) Chicago (ORD) 6:05 a.m. 9:43 a.m. Boeing 737-700
UA8281 Toronto (YYZ) Chicago (ORD) 4:30 p.m. 10:15 a.m. E75
UA8694 Toronto (YYZ) Chicago (ORD) 12:05 p.m. 1:01 p.m. EMBRAER EMB 175
UA4540 Toronto (YYZ) Chicago (ORD) 10:20 p.m. 11:30 p.m. CR5
UA490 Toronto (YYZ) Chicago (ORD) 9 a.m. 12:14 p.m. Boeing 737-800
UA4608 Toronto (YYZ) Chicago (ORD) 8 p.m. 10:14 p.m. CR5
QF4907 Toronto (YYZ) Chicago (ORD) 11:34 a.m. 1:08 p.m. E75
UA8561 Toronto (YYZ) Chicago (ORD) 8:05 p.m. 10:54 p.m. E75
AC5141 Toronto (YYZ) Chicago (ORD) 6:50 a.m. 8:03 a.m.
UA5141 Toronto (YYZ) Chicago (ORD) 6:26 p.m. 7:39 p.m. Boeing 737-700
AC4408 Toronto (YYZ) Chicago (ORD) 11 a.m. 12:05 p.m. EMBRAER EMB 175 (short wing)
AA4408 Toronto (YYZ) Chicago (ORD) 6:50 a.m. 8:23 a.m. EMBRAER EMB 175
AC505 Toronto (YYZ) Chicago (ORD) 12:05 p.m. 1:01 p.m. Airbus 320-211
AA3736 Toronto (YYZ) Chicago (ORD) 6:10 a.m. 8:32 a.m. E75
UA4551 Toronto (YYZ) Chicago (ORD) 7:45 p.m. 8:10 p.m. CRJ7
UA5515 Toronto (YYZ) Chicago (ORD) 2:24 p.m. 3:55 p.m. EMBRAER EMB 175 (short wing)
UA4603 Toronto (YYZ) Chicago (ORD) 5:15 p.m. 6:45 p.m. CRJ7
AC509 Toronto (YYZ) Chicago (ORD) 6:45 p.m. 7:45 p.m. Airbus 320-211
UA4530 Toronto (YYZ) Chicago (ORD) 3:45 p.m. 5:38 p.m. CR5
NH7807 Toronto (YYZ) Chicago (ORD) 11 a.m. 12:05 p.m. E7W
AC3666 Toronto (YYZ) Chicago (ORD) 8:50 p.m. 9:58 p.m. ERJ
BA2454 Toronto (YYZ) Chicago (ORD) 10:59 p.m. 12:34 a.m. E145
IB4464 Toronto (YYZ) Chicago (ORD) 10:43 a.m. 12:34 p.m. 738
UA4628 Toronto (YYZ) Chicago (ORD) 6:22 p.m. 7:34 p.m. EMBRAER EMB 175 (short wing)
UA3640 Toronto (YYZ) Chicago (ORD) 1:29 p.m. 5:13 p.m. EMBRAER EMB 170 / EMB 175
WS5579 Toronto (YYZ) Chicago (ORD) 6:59 p.m. 8:57 p.m. CR7
UA3578 Toronto (YYZ) Chicago (ORD) 9 a.m. 11:22 a.m. EMBRAER EMB 175 (short wing)
UA3984 Toronto (YYZ) Chicago (ORD) 4:35 p.m. 6:16 p.m. ERJ
AS4017 Toronto (YYZ) Chicago (ORD) 6:20 p.m. 10:10 p.m. E75
AA3430 Toronto (YYZ) Chicago (ORD) 9 p.m. 11:53 p.m. E75
MQ3430 Toronto (YYZ) Chicago (ORD) 9 p.m. 11:53 p.m. E75L
MQ3736 Toronto (YYZ) Chicago (ORD) 6:10 a.m. 8:32 a.m. E75L
AC7683 Toronto (YYZ) Chicago (ORD) 7:45 p.m. 8:51 p.m. E75
UA5832 Toronto (YYZ) Chicago (ORD) 11:55 p.m. 1:08 a.m. EMBRAER EMB 175 (short wing)
UA5748 Toronto (YYZ) Chicago (ORD) 2:10 p.m. 3:24 p.m. CRJ
NZ9807 Toronto (YYZ) Chicago (ORD) 5:30 p.m. 6:39 p.m.
AC503 Toronto (YYZ) Chicago (ORD) 8:15 a.m. 9:15 a.m. Airbus 320-211
AC511 Toronto (YYZ) Chicago (ORD) 6:30 p.m. 7:24 p.m. Airbus 320-211
UA8257 Toronto (YYZ) Chicago (ORD) 6:40 p.m. 6:53 p.m. EMBRAER EMB 175
UA8685 Toronto (YYZ) Chicago (ORD) 8:15 a.m. 11:19 a.m. EMBRAER EMB 175
IB937 Toronto (YYZ) Chicago (ORD) 4 p.m. 7 p.m.
AC5588 Toronto (YYZ) Chicago (ORD) 1 p.m. 2:01 p.m. EMBRAER EMB 175 (short wing)
AC515 Toronto (YYZ) Chicago (ORD) 4:45 p.m. 7:31 p.m. E190
AC8903 Toronto (YYZ) Chicago (ORD) 10 a.m. 10:53 a.m. EMBRAER EMB 175
SK7701 Toronto (YYZ) Chicago (ORD) 8:05 a.m. 12:05 p.m. E75S
VS4014 Toronto (YYZ) Chicago (ORD) 10 a.m. 1:55 p.m. B752
AC7679 Toronto (YYZ) Chicago (ORD) 4:45 p.m. 7:10 p.m. E75
MQ4122 Toronto (YYZ) Chicago (ORD) 12:32 p.m. 4:29 p.m. E75L
AC735 Toronto (YYZ) Chicago (ORD) 8:20 p.m. 9:49 p.m. A319
AY4106 Toronto (YYZ) Chicago (ORD) 6:13 p.m. 8:15 p.m. CR7
OO3186 Toronto (YYZ) Chicago (ORD) 7:15 p.m. 8:08 p.m. CRJ7
RJ7738 Toronto (YYZ) Chicago (ORD) 10:36 p.m. 11:51 p.m. None
UA5143 Toronto (YYZ) Chicago (ORD) 12:45 p.m. 1:45 p.m. Boeing 737 Max 8
OO3185 Toronto (YYZ) Chicago (ORD) 3:03 p.m. 4:37 p.m. CRJ7
UA9327 Toronto (YYZ) Chicago (ORD) 6:15 a.m. 8 a.m. Boeing 737 Max 8
RJ7520 Toronto (YYZ) Chicago (ORD) 7:52 a.m. 8:25 a.m. CR7
AC501 Toronto (YYZ) Chicago (ORD) 8 a.m. 8:57 a.m. E190
LH8184 Toronto (YYZ) Chicago (ORD) 6:35 p.m. 8:45 p.m. MD11
AS8430 Toronto (YYZ) Chicago (ORD) 2:52 p.m. 5:34 p.m. CRJ7
UA4990 Toronto (YYZ) Chicago (ORD) 5:30 p.m. 6:27 p.m. Airbus A320-100/200
OO3296 Toronto (YYZ) Chicago (ORD) 5:40 a.m. 6:36 a.m. CR7
AC8907 Toronto (YYZ) Chicago (ORD) 2:35 p.m. 3:30 p.m. EMBRAER EMB 175
AC8769 Toronto (YYZ) Chicago (ORD) 4 p.m. 4:55 p.m. EMBRAER EMB 175
EI6429 Toronto (YYZ) Chicago (ORD) 11 a.m. 12:04 p.m. 319
EI6431 Toronto (YYZ) Chicago (ORD) 3 p.m. 4:02 p.m. None
EI6432 Toronto (YYZ) Chicago (ORD) 5:30 p.m. 6:34 p.m. 320
EI6430 Toronto (YYZ) Chicago (ORD) 7 a.m. 7:51 a.m. E7W
EI6427 Toronto (YYZ) Chicago (ORD) 9 a.m. 9:54 a.m. 320
OO4464 Toronto (YYZ) Chicago (ORD) 8:04 p.m. 11:06 p.m.
AC8489 Toronto (YYZ) Chicago (ORD) 2:35 p.m. 3:03 p.m. DH3
WQ2528 Toronto (YYZ) Chicago (ORD) 10:30 p.m. 11:29 p.m. Boeing 737-8Q8
AC8533 Toronto (YYZ) Chicago (ORD) 10:40 a.m. 12:10 p.m.
WQ9891 Toronto (YYZ) Chicago (ORD) 4 p.m. 4:50 p.m. Boeing 737-8Q8
RS7701 Toronto (YYZ) Chicago (ORD) 8:40 a.m. 9:21 a.m. E75S
RS7673 Toronto (YYZ) Chicago (ORD) 2:45 p.m. 3:26 p.m. E75S
AC7673 Toronto (YYZ) Chicago (ORD) 2:45 p.m. 3:26 p.m. E75
RS7679 Toronto (YYZ) Chicago (ORD) 3:50 p.m. 4:31 p.m. E75S
RS7509 Toronto (YYZ) Chicago (ORD) 2 p.m. 3:40 p.m. E75S
RS7681 Toronto (YYZ) Chicago (ORD) 5:10 a.m. 6:31 a.m. E75S
RU9045 Toronto (YYZ) Chicago (ORD) 10 a.m. None B748
KD3600 Toronto (YYZ) Chicago (ORD) 6:25 a.m. None MD11
OO7383 Toronto (YYZ) Chicago (ORD) 11:09 a.m. 12:05 p.m.
AC7527 Toronto (YYZ) Chicago (ORD) 10:55 a.m. 11:45 a.m. E75
RS7683 Toronto (YYZ) Chicago (ORD) 1:05 p.m. 2:26 p.m. E75S
RS7611 Toronto (YYZ) Chicago (ORD) 11:35 p.m. 12:16 a.m. E75S
QK489 Toronto (YYZ) Chicago (ORD) None None CRJ2
RS7706 Toronto (YYZ) Chicago (ORD) 6:35 a.m. 7:25 a.m.
RS7407 Toronto (YYZ) Chicago (ORD) 6:15 p.m. 6:55 p.m. E75
OZ6367 Toronto (YYZ) Chicago (ORD) midnight 10:15 p.m. None
MQ9303 Toronto (YYZ) Chicago (ORD) 7:30 a.m. 8:15 a.m. None
MQ3194 Toronto (YYZ) Chicago (ORD) 11:46 a.m. 12:25 p.m. CR7
WX323 Toronto (YYZ) Chicago (ORD) 4:10 p.m. 4:58 p.m. F50
RS7395 Toronto (YYZ) Chicago (ORD) 7:25 a.m. 8:05 a.m. E75
OZ6469 Toronto (YYZ) Chicago (ORD) midnight 6:38 p.m. None
RS7397 Toronto (YYZ) Chicago (ORD) 10:40 a.m. 11:20 a.m. E75
RS7399 Toronto (YYZ) Chicago (ORD) 12:05 p.m. 12:46 p.m. E75
RS7403 Toronto (YYZ) Chicago (ORD) 2:25 p.m. 3:06 p.m. E75
RS7405 Toronto (YYZ) Chicago (ORD) 4:40 p.m. 5:20 p.m. E75
RS7409 Toronto (YYZ) Chicago (ORD) 8:35 p.m. 9:16 p.m. E75
RS7527 Toronto (YYZ) Chicago (ORD) 6:05 p.m. 6:44 p.m. E75S
AC7397 Toronto (YYZ) Chicago (ORD) 10:45 a.m. 11:25 a.m. E75
YX4228 Toronto (YYZ) Chicago (ORD) 6:10 a.m. 7 a.m. E75
4M4157 Toronto (YYZ) Chicago (ORD) 2:55 p.m. 3:43 p.m.
4C3058 Toronto (YYZ) Chicago (ORD) 6:30 a.m. 7:13 a.m. 320
US3134 Toronto (YYZ) Chicago (ORD) 10:19 a.m. 11:08 a.m. CR7
EV5831 Toronto (YYZ) Chicago (ORD) 6:10 a.m. 6:54 a.m. ERJ
MQ9304 Toronto (YYZ) Chicago (ORD) 8 a.m. 8:45 a.m. None
S53542 Toronto (YYZ) Chicago (ORD) 1:58 p.m. 2:49 p.m. E70
MQ3216 Toronto (YYZ) Chicago (ORD) 6:22 p.m. 7:18 p.m. CR7
MQ3134 Toronto (YYZ) Chicago (ORD) 10:19 a.m. 11:08 a.m. CR7
MQ3076 Toronto (YYZ) Chicago (ORD) 8 p.m. 8:55 p.m. ER4
S53519 Toronto (YYZ) Chicago (ORD) 7:33 p.m. 8:26 p.m. E70

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