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 $590 round trip and CA $325 one way. Prices and availability subject to change. Additional terms may apply.

Fri., 29 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $590 Roundtrip, found 4 hours ago
CA $590
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Fri., 29 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $590 found 4 hours ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $591 Roundtrip, found 3 days ago
CA $591
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $591 found 3 days ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $607 Roundtrip, found 3 days ago
CA $607
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $607 found 3 days ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $623 Roundtrip, found 3 days ago
CA $623
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $623 found 3 days ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $659 Roundtrip, found 3 days ago
CA $659
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $659 found 3 days ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $670 Roundtrip, found 13 hours ago
CA $670
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $670 found 13 hours ago
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $675 Roundtrip, found 3 days ago
CA $675
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $675 found 3 days ago
Fri., 10 Oct. - Mon., 13 Oct.
YTZ
Toronto
ORD
Chicago
CA $695 Roundtrip, just found
CA $695
Roundtrip
just found
Select Air Canada flight, departing Fri., 10 Oct. from Toronto to Chicago, returning Mon., 13 Oct., priced at CA $695 just found
Wed., 11 Dec. - Fri., 13 Dec.
YTZ
Toronto
ORD
Chicago
CA $696 Roundtrip, just found
CA $696
Roundtrip
just found
Select Porter Airlines flight, departing Wed., 11 Dec. from Toronto to Chicago, returning Fri., 13 Dec., priced at CA $696 just found
Thu., 28 Nov. - Sun., 1 Dec.
YTZ
Toronto
ORD
Chicago
CA $697 Roundtrip, found 3 days ago
CA $697
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu., 28 Nov. from Toronto to Chicago, returning Sun., 1 Dec., priced at CA $697 found 3 days ago

Best O'Hare Intl. Flight and Hotel Packages

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

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago North Shore, an IHG Hotel

Holiday Inn Chicago North Shore, an IHG Hotel

3 out of 5
per person
Jan. 1 - Jan. 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Save 100% on your flight
per person
Jan. 1 - Jan. 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

3.5 out of 5
per person
Jan. 1 - Jan. 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4 out of 5
per person
Jan. 1 - Jan. 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Holiday Inn Express & Suites Ottawa, an IHG Hotel

Holiday Inn Express & Suites Ottawa, an IHG Hotel

2.5 out of 5
per person
Jan. 14 - Jan. 22
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) 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.