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Business Class Flight Deals from Chicago to Toronto from $207

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Top flight deals from leading airlines:

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Stops

  • Nonstop
    from $465
  • Up to 1 stop
    $491

Airlines

  • Air Canada
    $713
  • American Airlines
    $465

Cabin Class

  • Business
    $465

Departure Airports

  • Chicago O Hare Airport
    $465

Arrival Airports

  • Toronto Pearson Airport
    $465

Layover Airports

  • Charlotte Douglas International Airport
    $502
  • New York LaGuardia Airport
    $491
  • Reagan Washington National Airport
    $491

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On average save $240 per traveler
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 40m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 40m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$465
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 53m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 53m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 53m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 55m
DCA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 55m
DCA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
2h
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 53m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 55m
DCA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 41m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 55m
DCA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 55m
DCA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
4h 53m
LGA

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
2h
Direct

06/05/25

ORD
$491
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
7h 5m
DCA

06/05/25

ORD
$497
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 5m
CLT

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
2h
Direct

06/05/25

ORD
$502
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 5m
CLT

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$502
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 5m
CLT

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$502
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 5m
CLT

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$502
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
5h 5m
CLT

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$502
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
1h 35m
Direct

05/29/25

YYZ
American Airlines Logo
American Airlines

06/05/25

YYZ
5h 45m
CLT

06/05/25

ORD
$507
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 42m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 42m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
2h 1m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 42m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
1h 59m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 42m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
1h 59m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 42m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
2h 1m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
1h 46m
Direct

05/29/25

YYZ
Air Canada Logo
Air Canada

06/05/25

YYZ
1h 55m
Direct

06/05/25

ORD
$713
Free cancellation within 83 hours of booking

Top Deals on flights Business Class from Chicago to Toronto

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
1h 40m
Direct

May 29

YYZ

as low as

$207

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
1h 40m
Direct

May 29

YYZ

as low as

$207

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
1h 40m
Direct

May 29

YYZ

as low as

$207

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
7h 16m
LGA

May 29

YYZ

as low as

$233

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
5h 41m
LGA

May 29

YYZ

as low as

$233

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
4h 55m
DCA

May 29

YYZ

as low as

$233

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
4h 53m
LGA

May 29

YYZ

as low as

$233

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
7h 51m
CLT

May 29

YYZ

as low as

$244

Chicago, US (CHI) - Toronto, CA (YTO)

American Airlines Logo
American Airlines

May 29

ORD
5h 5m
CLT

May 29

YYZ

as low as

$244

Chicago, US (CHI) - Toronto, CA (YTO)

Air Canada Logo
Air Canada

May 29

ORD
1h 42m
Direct

May 29

YYZ

as low as

$315

Chicago, US (CHI) - Toronto, CA (YTO)

Air Canada Logo
Air Canada

May 29

ORD
1h 46m
Direct

May 29

YYZ

as low as

$315

Chicago, US (CHI) - Toronto, CA (YTO)

Air Canada Logo
Air Canada

May 29

ORD
5h 48m
YUL

May 29

YYZ

as low as

$320

Frequently Asked Questions

What are the most convenient layover airports for the flight?
Consider Montreal Trudeau Airport, Newark Liberty Airport, New York LaGuardia Airport, Detroit Metropolitan Airport, and Ottawa Macdonald-Cartier International Airport for convenient layovers when traveling from Chicago to Toronto.
What is the cheapest and fastest flight from Chicago to Toronto?
The cheapest flight is with Air Canada at $157 and 6 hours 24 minutes; the fastest flight is with American Airlines at $280 and 2 hours 35 minutes.
What are all possible destination arrival airports?
The possible destination arrival airports are Toronto Pearson Airport and Toronto Island Airport.
What is the time difference between destination and arrival?
Toronto is in the Eastern Time Zone, which is 1 hour ahead of Chicago in the Central Time Zone. If you leave Chicago at 1 PM, you arrive in Toronto at approximately 3:24 PM local time.
Is there a direct flight from Chicago to Toronto?
Yes, there are direct flights from Chicago to Toronto. American Airlines offers a non-stop flight for $280 with a flight time of 2 hours 35 minutes. Additionally, Air Canada has a non-stop option for $167, taking 2 hours 42 minutes, and there are other non-stop flights with different airlines.
Are there convenient layover flights from Chicago to Toronto?
Yes, there are convenient layover flights from Chicago to Toronto. Notable options include Air Canada's 1 stop flight for $157 (6h 24m) and United Airlines' 1 stop flight for $243 (6h 46m). Additionally, 2 stop options are available with Air Canada for $197 and American Airlines for $318.