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Cheap flights Toronto to Chicago

1 passenger, economy

Cheap flights Toronto to Chicago

Compare prices, duration and stops

American Airlines
AA 3524
10:30
Toronto, Pearson International Airport (YYZ)
Sun, 13 sep
2h 10min
Direct
12:40
Chicago, O'Hare International Airport (ORD)
Sun, 13 sep
25 478 ₹
Porter Airlines
PD 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Sun, 13 sep
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
10 799 ₹
Passaredo Linhas Aereas
P3 2415
14:50
Toronto, Toronto City Centre Airport (YTZ)
Sun, 13 sep
5h 13min
1 stop
20:03
Chicago, Chicago Rockford International Airport (RFD)
Sun, 13 sep
20 477 ₹
Passaredo Linhas Aereas
P3 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Wed, 16 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
10 888 ₹
Air Canada
AC 7954
12:30
Toronto, Toronto City Centre Airport (YTZ)
Fri, 18 sep
7h 22min
1 stop
19:52
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
17 460 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Sat, 19 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
10 799 ₹
Passaredo Linhas Aereas
P3 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Sat, 19 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
16 146 ₹
Air Canada
AC 418
20:00
Toronto, Pearson International Airport (YYZ)
Mon, 21 sep
5h 12min
1 stop
01:12
Chicago, O'Hare International Airport (ORD)
Tue, 22 sep +1
18 139 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Tue, 22 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
18 931 ₹
Air Canada
AC 7956
13:30
Toronto, Toronto City Centre Airport (YTZ)
Wed, 23 sep
6h 22min
1 stop
19:52
Chicago, O'Hare International Airport (ORD)
Wed, 23 sep
11 767 ₹
Passaredo Linhas Aereas
P3 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Wed, 23 sep
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
10 709 ₹
Air Canada
AC 7958
14:45
Toronto, Toronto City Centre Airport (YTZ)
Thu, 24 sep
5h 7min
1 stop
19:52
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
18 359 ₹
Air Canada
AC 7954
12:30
Toronto, Toronto City Centre Airport (YTZ)
Fri, 25 sep
7h 22min
1 stop
19:52
Chicago, O'Hare International Airport (ORD)
Fri, 25 sep
18 232 ₹
Porter Airlines
PD 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Fri, 25 sep
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep
10 591 ₹
Porter Airlines
PD 2393 Best price
17:45
Toronto, Toronto City Centre Airport (YTZ)
Fri, 25 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep
10 521 ₹
United Airlines
UA 1612
11:00
Toronto, Pearson International Airport (YYZ)
Sun, 27 sep
2h
Direct
13:00
Chicago, O'Hare International Airport (ORD)
Sun, 27 sep
11 606 ₹
United Airlines
UA 763 🔥 Hot deal
12:50
Toronto, Pearson International Airport (YYZ)
Sun, 27 sep
1h 58min
Direct
14:48
Chicago, O'Hare International Airport (ORD)
Sun, 27 sep
11 606 ₹
Passaredo Linhas Aereas
P3 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Sun, 27 sep
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
11 529 ₹
Porter Airlines
PD 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Sun, 27 sep
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
11 850 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Sun, 27 sep
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
10 591 ₹
Air Canada
AC 503
12:05
Toronto, Pearson International Airport (YYZ)
Tue, 29 sep
1h 55min
Direct
14:00
Chicago, O'Hare International Airport (ORD)
Tue, 29 sep
11 224 ₹
Air Canada
AC 509
18:00
Toronto, Pearson International Airport (YYZ)
Tue, 29 sep
1h 55min
Direct
19:55
Chicago, O'Hare International Airport (ORD)
Tue, 29 sep
11 493 ₹
Air Canada
AC 511
22:50
Toronto, Pearson International Airport (YYZ)
Tue, 29 sep
1h 58min
Direct
00:48
Chicago, O'Hare International Airport (ORD)
Wed, 30 sep +1
11 521 ₹
Porter Airlines
PD 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Fri, 2 oct
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Fri, 2 oct
11 597 ₹
Passaredo Linhas Aereas
P3 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Sat, 3 oct
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
10 618 ₹
Air Canada
AC 507
16:25
Toronto, Pearson International Airport (YYZ)
Mon, 5 oct
1h 58min
Direct
18:23
Chicago, O'Hare International Airport (ORD)
Mon, 5 oct
11 255 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Mon, 5 oct
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Mon, 5 oct
20 220 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Tue, 6 oct
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
11 695 ₹
United Airlines
UA 2860
15:00
Toronto, Pearson International Airport (YYZ)
Wed, 7 oct
2h
Direct
17:00
Chicago, O'Hare International Airport (ORD)
Wed, 7 oct
11 802 ₹
Porter Airlines
PD 2393
17:45
Toronto, Toronto City Centre Airport (YTZ)
Wed, 7 oct
1h 50min
Direct
19:35
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
11 597 ₹
United Airlines
UA 1612
11:00
Toronto, Pearson International Airport (YYZ)
Fri, 9 oct
2h
Direct
13:00
Chicago, O'Hare International Airport (ORD)
Fri, 9 oct
21 630 ₹
United Airlines
UA 3637
18:30
Toronto, Pearson International Airport (YYZ)
Fri, 9 oct
10h 2min
1 stop
04:32
Chicago, O'Hare International Airport (ORD)
Sat, 10 oct +1
16 221 ₹
Air Canada
AC 511
22:50
Toronto, Pearson International Airport (YYZ)
Sat, 10 oct
1h 58min
Direct
00:48
Chicago, O'Hare International Airport (ORD)
Sun, 11 oct +1
12 274 ₹
Porter Airlines
PD 2387
14:10
Toronto, Toronto City Centre Airport (YTZ)
Thu, 15 oct
1h 50min
Direct
16:00
Chicago, Chicago Midway International Airport (MDW)
Thu, 15 oct
11 627 ₹
Porter Airlines
PD 2703 🔥 Hot deal
14:05
Toronto, Toronto City Centre Airport (YTZ)
Sun, 18 oct
1h 55min
Direct
16:00
Chicago, O'Hare International Airport (ORD)
Sun, 18 oct
16 012 ₹
Air Canada
AC 507
16:25
Toronto, Pearson International Airport (YYZ)
Thu, 22 oct
1h 58min
Direct
18:23
Chicago, O'Hare International Airport (ORD)
Thu, 22 oct
11 277 ₹
American Airlines
AA 5045
23:07
Toronto, Pearson International Airport (YYZ)
Sun, 1 nov
6h 54min
1 stop
06:01
Chicago, O'Hare International Airport (ORD)
Mon, 2 nov +1
13 722 ₹
Porter Airlines
PD 2703
15:35
Toronto, Toronto City Centre Airport (YTZ)
Sun, 15 nov
2h 5min
Direct
17:40
Chicago, O'Hare International Airport (ORD)
Sun, 15 nov
12 222 ₹
Porter Airlines
PD 2703
15:10
Toronto, Toronto City Centre Airport (YTZ)
Sun, 20 dec
1h 55min
Direct
17:05
Chicago, O'Hare International Airport (ORD)
Sun, 20 dec
15 308 ₹
Porter Airlines
PD 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Thu, 7 jan
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Thu, 7 jan
16 738 ₹
Air Canada
AC 8549
00:20
Toronto, Toronto City Centre Airport (YTZ)
Tue, 2 feb
2h 1min
Direct
02:21
Chicago, O'Hare International Airport (ORD)
Tue, 2 feb
19 624 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Wed, 3 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Wed, 3 feb
17 838 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Sun, 7 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Sun, 7 feb
19 494 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Sat, 13 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Sat, 13 feb
17 838 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Thu, 18 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Thu, 18 feb
19 494 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Sat, 20 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Sat, 20 feb
17 838 ₹
Passaredo Linhas Aereas
P3 2705
21:35
Toronto, Toronto City Centre Airport (YTZ)
Mon, 22 feb
1h 55min
Direct
23:30
Chicago, O'Hare International Airport (ORD)
Mon, 22 feb
19 494 ₹
Passaredo Linhas Aereas
P3 2703
15:10
Toronto, Toronto City Centre Airport (YTZ)
Sat, 27 feb
1h 55min
Direct
17:05
Chicago, O'Hare International Airport (ORD)
Sat, 27 feb
17 838 ₹

Low price calendar

September 2026
Price chart (September 2026)
min: 10888 ₹ · max: 20477 ₹
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20477 ₹
14
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Good deal
10888 ₹
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17460 ₹
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16146 ₹
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18139 ₹
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18931 ₹
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11767 ₹
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11606 ₹
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11224 ₹
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Cheap flights Toronto to Chicago

Passaredo Linhas Aereas
Passaredo Linhas Aereas
Mon, Wed, Thu, Sat, Sun
Price from
₹10 618
Air Canada
Air Canada
Mon, Tue, Wed, Thu, Fri, Sat
Price from
₹11 224
Porter Airlines
Porter Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
₹11 597
United Airlines
United Airlines
Wed, Fri, Sun
Price from
₹11 606
American Airlines
American Airlines
Sun
Price from
₹13 722

Popular destinations from Toronto

All →
YTO
Toronto — Montreal
Canada → Canada
YMQ
from
₹4 018
YTO
Toronto — Montreal
Canada → Canada
YHU
from
₹4 018
YTO
Toronto — Winnipeg
Canada → Canada
YWG
from
₹4 115
YTO
Toronto — Ottawa
Canada → Canada
YOW
from
₹4 455
YTO
Toronto — Halifax
Canada → Canada
YHZ
from
₹4 836
YTO
Toronto — Regina
Canada → Canada
YQR
from
₹5 724
YTO
Toronto — Montreal
Canada → Canada
YUL
from
₹5 735
YTO
Toronto — Calgary
Canada → Canada
YYC
from
₹6 706
YTO
Toronto — Thunder Bay
Canada → Canada
YQT
from
₹6 742

Popular destinations to Chicago

All →
HOU
Houston — Chicago
United States → United States
CHI
from
₹2 048
NYC
New York — Chicago
United States → United States
CHI
from
₹2 143
PHX
Phoenix — Chicago
United States → United States
CHI
from
₹2 301
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
₹2 444
ATL
Atlanta — Chicago
United States → United States
CHI
from
₹2 589
BNA
Nashville — Chicago
United States → United States
CHI
from
₹2 632
LAX
Los Angeles — Chicago
United States → United States
CHI
from
₹2 927
ORL
Orlando — Chicago
United States → United States
CHI
from
₹2 990
MIA
Miami — Chicago
United States → United States
CHI
from
₹3 081

Cheap flights Toronto to Chicago

Interesting facts about the route

Flight time

1h 55min

Distance

714 km

Average price

₹12 248

Most frequent flight

PD 2393

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

₹862

Buy

change

2 GB

data

15

days

₹1197

Buy

change

5 GB

data

30

days

₹1340

Buy

change

3 GB

data

30

days

₹1532

Buy

change

5 GB

data

30

days

₹2154

Buy

Frequently Asked Questions

The average ticket price Toronto Chicago is ₹12 248. The cheapest ticket costs ₹10 799, operated by Porter Airlines, flight 2387, departing Toronto on 13 September at 14:10, arriving Chicago on 13 September at 16:00.
The average flight time is 2 hours 10 minutes. The fastest flight takes 1 hour 50 minutes, flight 2387 operated by Porter Airlines, departing Toronto on 13 September at 14:10, arriving Chicago on 13 September at 16:00.
Flights on the Toronto - Chicago route are operated by the following airlines: American Airlines, Air Canada, Passaredo Linhas Aereas, Porter Airlines, United Airlines.
The distance from Toronto to Chicago is 714 km.