Cheap Flights From Billy Bishop Toronto City (YTZ) To O'Hare Intl. (ORD)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Toronto (YTZ) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $370 round trip and CA $239 one way. Prices and availability subject to change. Additional terms may apply.

Thu., 6 Feb. - Wed., 12 Feb.
YTZ
Toronto
ORD
Chicago
CA $370 Roundtrip, found 1 day ago
CA $370
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu., 6 Feb. from Toronto to Chicago, returning Wed., 12 Feb., priced at CA $370 found 1 day ago
Thu., 6 Feb. - Tue., 11 Feb.
YTZ
Toronto
ORD
Chicago
CA $406 Roundtrip, found 1 day ago
CA $406
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu., 6 Feb. from Toronto to Chicago, returning Tue., 11 Feb., priced at CA $406 found 1 day ago
Fri., 21 Feb. - Mon., 24 Feb.
YTZ
Toronto
ORD
Chicago
CA $416 Roundtrip, found 5 days ago
CA $416
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri., 21 Feb. from Toronto to Chicago, returning Mon., 24 Feb., priced at CA $416 found 5 days ago
Mon., 3 Feb. - Wed., 12 Feb.
YTZ
Toronto
ORD
Chicago
CA $425 Roundtrip, found 1 day ago
CA $425
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon., 3 Feb. from Toronto to Chicago, returning Wed., 12 Feb., priced at CA $425 found 1 day ago
Thu., 6 Feb. - Wed., 12 Feb.
YTZ
Toronto
ORD
Chicago
CA $445 Roundtrip, found 3 days ago
CA $445
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 6 Feb. from Toronto to Chicago, returning Wed., 12 Feb., priced at CA $445 found 3 days ago
Fri., 31 Jan. - Wed., 12 Feb.
YTZ
Toronto
ORD
Chicago
CA $448 Roundtrip, found 3 days ago
CA $448
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri., 31 Jan. from Toronto to Chicago, returning Wed., 12 Feb., priced at CA $448 found 3 days ago
Mon., 3 Feb. - Tue., 11 Feb.
YTZ
Toronto
ORD
Chicago
CA $462 Roundtrip, found 1 day ago
CA $462
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon., 3 Feb. from Toronto to Chicago, returning Tue., 11 Feb., priced at CA $462 found 1 day ago
Wed., 5 Feb. - Tue., 11 Feb.
YTZ
Toronto
ORD
Chicago
CA $463 Roundtrip, found 1 day ago
CA $463
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed., 5 Feb. from Toronto to Chicago, returning Tue., 11 Feb., priced at CA $463 found 1 day ago
Fri., 21 Feb. - Mon., 24 Feb.
YTZ
Toronto
ORD
Chicago
CA $469 Roundtrip, found 5 days ago
CA $469
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri., 21 Feb. from Toronto to Chicago, returning Mon., 24 Feb., priced at CA $469 found 5 days ago
Wed., 5 Feb. - Thu., 13 Feb.
YTZ
Toronto
ORD
Chicago
CA $472 Roundtrip, found 1 day ago
CA $472
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed., 5 Feb. from Toronto to Chicago, returning Thu., 13 Feb., priced at CA $472 found 1 day ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
per person
Mar. 19 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
per person
Mar. 19 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
Save 100% on your flight
per person
Mar. 15 - Mar. 21
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
per person
Mar. 19 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
per person
Mar. 19 - Mar. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Billy Bishop Toronto City to O'Hare Intl.
View all trips

Popular Flight Routes from Toronto (YTZ)

Travelers at YTZ love to visit these top cities. Roam to the top destinations from Toronto (YTZ) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.