
Popular airlines from Billy Bishop Toronto City Airport (YTZ) to Chicago
- Porter Airlines
Porter Airlines
- Air Transat
Air Transat
- Air Canada
Air Canada
- United
United
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 35% on select hotels after you book a flight*
Cheap Flights from Toronto (YTZ) to Chicago (CHI)
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.

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$811 Return, found 4 days ago
NZ$811
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$821 Return, found 4 days ago
NZ$821
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$859 Return, found 4 days ago
NZ$859
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$868 Return, found 4 days ago
NZ$868
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$869 Return, found 4 days ago
NZ$869
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$878 Return, found 4 days ago
NZ$878
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$915 Return, found 4 days ago
NZ$915
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$917 Return, found 4 days ago
NZ$917
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$925 Return, found 4 days ago
NZ$925
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$926 Return, found 4 days ago
NZ$926
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$947 Return, found 4 days ago
NZ$947
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$969 Return, found 4 days ago
NZ$969
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$972 Return, found 4 days ago
NZ$972
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$982 Return, found 4 days ago
NZ$982
Return
found 4 days ago

Tue, 16 Dec - Fri, 19 Dec
YTZ
Toronto
ORD
Chicago
NZ$996 Return, found 4 days ago
NZ$996
Return
found 4 days ago
Travel information
Origin airport | Billy Bishop Toronto City |
|---|---|
Destination airport | O'Hare Intl. |
Return price | NZ$811 |
Distance | 713 km |
Book with confidence
Perfect flights from Toronto to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Toronto to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Billy Bishop Toronto City to CHI-All Airports ticket options cater to your travel preferences, with incredible one-way fares from NZ$236 and roundtrip prices from NZ$811. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at CHI-All Airports and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- Related Carriers
- Alternative Routes
- Cheap Flights from Other Airports
Top Flight Destinations
- Flights to New York
- Flights to Las Vegas
- Flights to Orlando
- Flights to Chicago
- Flights to San Francisco
- Flights to Los Angeles
- Flights to San Diego
- Flights to Miami
- Flights to Houston
- Flights to Gatlinburg
- Flights to Nashville
- Flights to Boston
- Flights to San Antonio
- Flights to Atlanta
- Flights to Austin
- Flights to New Orleans
- Flights to Honolulu
- Flights to Fort Lauderdale
- Flights to Dallas
- Flights to Key West
Related Carriers
Chicago Flight Deals
Chicago
*Available to Expedia members.