Cheap flights from Chicago to Niagara Wine Region

View AU$97 flight on Sat, 29 Nov. 2025Opens in a new window

Popular airlines from Chicago to Niagara Wine Region

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Cheap Flights from Chicago (CHI) to Niagara Wine Region (YTZ)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, 3 Oct. - Sun, 5 Oct.
ORD
Chicago
YYZ
Toronto
AU$297 Return, found 3 days ago
AU$297
Return
found 3 days ago
Select Air Canada flight, departing Fri, 3 Oct. from Chicago to Toronto, returning Sun, 5 Oct., priced at AU$297 found 3 days ago
United
Sat, 18 Oct. - Sun, 19 Oct.
ORD
Chicago
YYZ
Toronto
AU$299 Return, found 5 days ago
AU$299
Return
found 5 days ago
Select United flight, departing Sat, 18 Oct. from Chicago to Toronto, returning Sun, 19 Oct., priced at AU$299 found 5 days ago
Air Canada
Thu, 6 Nov. - Wed, 12 Nov.
ORD
Chicago
YKF
Kitchener
AU$302 Return, found 5 days ago
AU$302
Return
found 5 days ago
Select Air Canada flight, departing Thu, 6 Nov. from Chicago to Kitchener, returning Wed, 12 Nov., priced at AU$302 found 5 days ago
Porter Airlines
Fri, 3 Oct. - Sun, 5 Oct.
MDW
Chicago
YTZ
Toronto
AU$312 Return, found 3 days ago
AU$312
Return
found 3 days ago
Select Porter Airlines flight, departing Fri, 3 Oct. from Chicago to Toronto, returning Sun, 5 Oct., priced at AU$312 found 3 days ago
Delta
Wed, 26 Nov. - Sat, 29 Nov.
ORD
Chicago
YYZ
Toronto
AU$320 Return, found 3 days ago
AU$320
Return
found 3 days ago
Select Delta flight, departing Wed, 26 Nov. from Chicago to Toronto, returning Sat, 29 Nov., priced at AU$320 found 3 days ago
American Airlines
Thu, 6 Nov. - Wed, 12 Nov.
ORD
Chicago
YYZ
Toronto
AU$325 Return, found 3 days ago
AU$325
Return
found 3 days ago
Select American Airlines flight, departing Thu, 6 Nov. from Chicago to Toronto, returning Wed, 12 Nov., priced at AU$325 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to Toronto (YYZ)

September is typically the cheapest month to fly

From AU$214 - AU$765 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.