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

Flexible dates

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

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $336 round trip and CA $336 one way. Prices and availability subject to change. Additional terms may apply.

Wed., 9 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $336 Roundtrip, found 2 days ago
CA $336
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed., 9 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $336 found 2 days ago
Thu., 10 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $351 Roundtrip, found 2 days ago
CA $351
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu., 10 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $351 found 2 days ago
Wed., 9 Apr. - Thu., 17 Apr.
YTZ
Toronto
ORD
Chicago
CA $362 Roundtrip, found 2 days ago
CA $362
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed., 9 Apr. from Toronto to Chicago, returning Thu., 17 Apr., priced at CA $362 found 2 days ago
Thu., 10 Apr. - Thu., 17 Apr.
YTZ
Toronto
ORD
Chicago
CA $378 Roundtrip, found 2 days ago
CA $378
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu., 10 Apr. from Toronto to Chicago, returning Thu., 17 Apr., priced at CA $378 found 2 days ago
Sun., 6 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $390 Roundtrip, found 2 days ago
CA $390
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun., 6 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $390 found 2 days ago
Tue., 8 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $392 Roundtrip, found 2 days ago
CA $392
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., 8 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $392 found 2 days ago
Thu., 10 Apr. - Mon., 14 Apr.
YTZ
Toronto
ORD
Chicago
CA $408 Roundtrip, found 2 days ago
CA $408
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu., 10 Apr. from Toronto to Chicago, returning Mon., 14 Apr., priced at CA $408 found 2 days ago
Mon., 7 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $414 Roundtrip, found 2 days ago
CA $414
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon., 7 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $414 found 2 days ago
Wed., 9 Apr. - Tue., 15 Apr.
YTZ
Toronto
ORD
Chicago
CA $416 Roundtrip, found 1 day ago
CA $416
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed., 9 Apr. from Toronto to Chicago, returning Tue., 15 Apr., priced at CA $416 found 1 day ago
Tue., 8 Apr. - Thu., 17 Apr.
YTZ
Toronto
ORD
Chicago
CA $418 Roundtrip, found 2 days ago
CA $418
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., 8 Apr. from Toronto to Chicago, returning Thu., 17 Apr., priced at CA $418 found 2 days 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
May 9 - May 11
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Apr. 25 - Apr. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Save 100% on your flight
per person
Apr. 25 - Apr. 30
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.