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Flights Toronto – Chicago, American Airlines

1 passenger, economy

Flight schedule Toronto – Chicago, American Airlines

Compare prices, duration and stops

American Airlines
AA 3606
17:15
Toronto, Pearson International Airport (YYZ)
Mon, 21 sep
2h 5min
Direct
19:20
Chicago, O'Hare International Airport (ORD)
Mon, 21 sep
S$329
American Airlines
AA 5045 Best price
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
S$183

Low price calendar

September 2026
Price chart (September 2026)
min: S$153 · max: S$297
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S$153
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S$297
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S$165

Popular American Airlines flights Toronto – Chicago

All →
Flight Departure days Price from
AA5045 Sun S$183
AA3606 Mon S$329

Popular destinations from Toronto

All →
YTO
Toronto — Winnipeg
Canada → Canada
YWG
from
S$51
YTO
Toronto — Montreal
Canada → Canada
YHU
from
S$54
YTO
Toronto — Montreal
Canada → Canada
YMQ
from
S$54
YTO
Toronto — Ottawa
Canada → Canada
YOW
from
S$59
YTO
Toronto — Halifax
Canada → Canada
YHZ
from
S$64
YTO
Toronto — Montreal
Canada → Canada
YUL
from
S$73
YTO
Toronto — Regina
Canada → Canada
YQR
from
S$76
YTO
Toronto — St. John's
Canada → Canada
YYT
from
S$87
YTO
Toronto — Calgary
Canada → Canada
YYC
from
S$89

Popular destinations to Chicago

All →
HOU
Houston — Chicago
United States → United States
CHI
from
S$27
NYC
New York — Chicago
United States → United States
CHI
from
S$29
PHX
Phoenix — Chicago
United States → United States
CHI
from
S$31
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
S$33
ATL
Atlanta — Chicago
United States → United States
CHI
from
S$35
BNA
Nashville — Chicago
United States → United States
CHI
from
S$35
LAX
Los Angeles — Chicago
United States → United States
CHI
from
S$39
ORL
Orlando — Chicago
United States → United States
CHI
from
S$40
MIA
Miami — Chicago
United States → United States
CHI
from
S$41

Flight statistics Toronto – Chicago, American Airlines

We gathered interesting facts about the flight for you

Cheapest flight

AA 5045

S$183

Fastest flight

AA 3606

2h 5min

Average time

4h 29min

Distance

647 km

Passenger reviews

No reviews for this route yet

Other airlines Toronto – Chicago

Passaredo Linhas Aereas
Passaredo Linhas Aereas
Mon, Wed, Thu, Sat, Sun
Price from
S$142
Porter Airlines
Porter Airlines
Mon, Tue, Wed, Thu, Fri, Sun
Price from
S$153
United Airlines
United Airlines
Tue, Wed, Fri, Sun
Price from
S$155
Air Canada
Air Canada
Mon, Tue, Wed, Thu, Fri, Sat
Price from
S$167
WestJet
WestJet
Wed
Price from
S$214

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

S$11

Buy

change

2 GB

data

15

days

S$16

Buy

change

5 GB

data

30

days

S$18

Buy

change

3 GB

data

30

days

S$20

Buy

change

5 GB

data

30

days

S$29

Buy

Frequently Asked Questions

The cheapest American Airlines ticket Toronto – Chicago costs S$183, flight AA5045, departing at 23:07.
The fastest American Airlines flight Toronto – Chicago takes 2h 5min, flight AA3606, departing at 17:15.
The earliest American Airlines flight Toronto – Chicago(AA3606)departs at 17:15.