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Business Class Flight Deals from Ottawa to Chicago from $554

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Top flight deals from leading airlines:

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... and +100s more

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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

  • Up to 1 stop
    $935
  • Up to 2 stops
    $944

Airlines

  • Air Canada
    $935
  • American Airlines
    $1103

Cabin Class

  • Business
    $935
  • Economy
    $944

Departure Airports

  • Ottawa Macdonald-Cartier International Airport
    $935

Arrival Airports

  • Chicago Metropolitan Area
    $935
  • Chicago O Hare Airport
    $1103

Layover Airports

  • Chicago O Hare Airport
    $935
  • Montreal Trudeau Airport
    $944
  • Ottawa Macdonald-Cartier International Airport
    $935
  • Toronto Pearson Airport
    $957

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Air Canada Logo
Air Canada

11/04/26

YOW
1h 35m
ORD

11/04/26

CHI
Air Canada Logo
Air Canada

11/11/26

CHI
3h 14m
YOW

11/11/26

YOW
$935
Air Canada Logo
Air Canada

11/04/26

YOW
4h 5m
YUL
ORD

11/04/26

CHI
Air Canada Logo
Air Canada

11/11/26

CHI
3h 14m
YOW

11/11/26

YOW
$944
Air Canada Logo
Air Canada

11/04/26

YOW
4h 5m
YUL
ORD

11/04/26

CHI
Air Canada Logo
Air Canada

11/11/26

CHI
5h 18m
YYZ
YOW

11/11/26

YOW
$957
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American Airlines Logo
American Airlines

11/04/26

YOW
6h 42m
YYZ

11/04/26

ORD
American Airlines Logo
American Airlines

11/09/26

ORD
6h 4m
YYZ

11/09/26

YOW
$1103
American Airlines Logo
American Airlines

11/04/26

YOW
5h 42m
YYZ
ORD

11/04/26

CHI
American Airlines Logo
American Airlines

11/09/26

CHI
7h 4m
YYZ
YOW

11/09/26

YOW
$1103

Top Deals on flights Business Class from Ottawa to Chicago

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 27

YOW
2h 27m
Direct

May 27

ORD

as low as

$554

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 26

YOW
5h 8m
YUL
ORD

May 26

CHI

as low as

$562

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 28

YOW
5h 40m
EWR
ORD

May 28

CHI

as low as

$570

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 22

YOW
3h 44m
YUL
ORD

May 22

CHI

as low as

$629

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 23

YOW
4h 4m
YUL
ORD

May 23

CHI

as low as

$631

Ottawa, CA (YOW) - Chicago, US (CHI)

Air Canada Logo
Air Canada

May 20

YOW
5h 28m
YUL
ORD

May 20

CHI

as low as

$688

Ottawa, CA (YOW) - Chicago, US (CHI)

 Logo

May 19

YOW
5h 59m
YYZ

May 19

ORD

as low as

$1084

Ottawa, CA (YOW) - Chicago, US (CHI)

 Logo

May 22

YOW
3h 44m
YUL
ORD

May 22

CHI

as low as

$1374

Good to Know

Essential information to help you plan your flight Business Class from Ottawa to Chicago

Cheapest Flight

$554

The lowest price we found in the last two weeks, departing May 27 and returning May 27

Airline AC2h 27m ‧ business

Fastest Flights

$935

The fastest flight that we found in the last two weeks, departing Nov 4 and returning Nov 11

Airline AC1 stop ‧ 1h 35m ‧ business

Cheapest Flight Round-trip

$935

Cheapest price found in the last 14 days, departing Nov 4 and returning Nov 11

Airline AC1 stop ‧ 1h 35m ‧ business

Cheapest Flight One-way

$554

Cheapest price found in the last 14 days, departing May 27

Airline AC2h 27m ‧ business

Cheapest Layover airport

$935

The cheapest layover airport to Chicago is currently $935

Airline AC1 stop ‧ 1h 35m ‧ business

Best Arrival airport

$554

The best arrival airport to Chicago is currently $554

Airline AC2h 27m ‧ business

Best Departure airport

$554

The best departure airport to Chicago is currently $554

Airline AC2h 27m ‧ business

Cheapest Airline

$554

The cheapest airline to Chicago is currently $554

Airline AC2h 27m ‧ business