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Cheap Flights to Chicago , IL from CA $192

View CA $192 flight on Mon, Sep 14, 2026Opens in a new window

Popular airlines to Chicago

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How much is the cheapest flight to Chicago?

Prices were available within the past 7 days and start at CA $192 for one-way flights and CA $322 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Sep 17 - Sat, Sep 19
YTZ
Toronto
ORD
Chicago
CA $322 Roundtrip, found 5 hours ago
CA $322
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Thu, Sep 17 from Toronto to Chicago, returning Sat, Sep 19, priced at CA $322 found 5 hours ago
Porter Airlines
Mon, Sep 14 - Wed, Sep 16
YTZ
Toronto
MDW
Chicago
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Sep 14 from Toronto to Chicago, returning Wed, Sep 16, priced at CA $322 just found
United
Mon, Sep 21 - Fri, Sep 25
YYZ
Toronto
ORD
Chicago
CA $334 Roundtrip, just found
CA $334
Roundtrip
just found
Select United flight, departing Mon, Sep 21 from Toronto to Chicago, returning Fri, Sep 25, priced at CA $334 just found
American Airlines
Mon, Sep 21 - Fri, Sep 25
YYZ
Toronto
ORD
Chicago
CA $334 Roundtrip, just found
CA $334
Roundtrip
just found
Select American Airlines flight, departing Mon, Sep 21 from Toronto to Chicago, returning Fri, Sep 25, priced at CA $334 just found
Delta
Fri, Sep 4 - Tue, Sep 8
YYZ
Toronto
MDW
Chicago
CA $342 Roundtrip, just found
CA $342
Roundtrip
just found
Select Delta flight, departing Fri, Sep 4 from Toronto to Chicago, returning Tue, Sep 8, priced at CA $342 just found

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city centre is 16 minutes. Flights from CA $508
MDW
Midway Intl.
CheapestClosest
Average driving time to city centre16 min
Flights from CA $508

Find the cheapest month to fly from Columbus (CMH) to Chicago (CHI)

May is typically the cheapest month to fly

From CA $190 - CA $555 per traveller.

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $290

Trending flights to Chicago

Prices were available within the past 7 days and start at CA $192 for one-way flights and CA $322 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Sep 17 - Sat, Sep 19
YTZ
Toronto
ORD
Chicago
CA $322 Roundtrip, found 5 hours ago
CA $322
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Thu, Sep 17 from Toronto to Chicago, returning Sat, Sep 19, priced at CA $322 found 5 hours ago

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