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Business Class Flight Deals from Chicago O Hare Airport to Toronto from $207

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Bundle + Save

Top flight deals from leading airlines:

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... and +100s more

Customer-First Commitment

Free cancellation for many rates

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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

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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

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

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On average save $240 per traveler
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 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 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
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 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
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
2h
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
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
1h 55m
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
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
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
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 59m
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
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 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

Top Deals on flights Business Class from Chicago O Hare Airport 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
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 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
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 46m
Direct

May 29

YYZ

as low as

$315

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
5h 48m
YUL

May 29

YYZ

as low as

$320