US$120 Cheap Flights from Toronto to Chicago - Trip.com

Cheap flights from Toronto to Chicago start at US$120. Compare airlines for Toronto to Chicago flights on Trip.com and find the best flights deals today! Hotels; ... Save up to £10 per person …

$120
OFF

US$120 Cheap Flights From Toronto To Chicago - Trip.com

4 weeks from now

Cheap flights from Toronto to Chicago start at US$120. Compare airlines for Toronto to Chicago flights on Trip.com and find the best flights deals today! Hotels; ... Save up to £10 per person …

trip.com

$112
OFF

$112 Cheap Flights From Toronto To Chicago - Trip.com

4 weeks from now

Cheap flights from Toronto to Chicago start at $112. Compare airlines for Toronto to Chicago flights on Trip.com and find the best flights deals today!

trip.com

$149
OFF

$149 Cheap Flights From Toronto To Chicago (YYZ To CHI) - Expedia

4 weeks from now

Cheap Flights from Toronto (YYZ) to Chicago (CHI) start at $149 for one-way and $213 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$147
OFF

$147 Cheap Flights From Toronto (YTO) To Chicago (CHI)

4 weeks from now

Cheap Flights from Toronto (YTO) to Chicago (CHI) start at $131 for one-way and $210 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$135
OFF

$135 Cheap Flights From Toronto (YTO) To Chicago (ORD)

4 weeks from now

Cheap Flights from Toronto (YTO) to Chicago (ORD) start at $135 for one-way and $210 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$141
OFF

$141+ Flights From Toronto To Chicago Midway Airport

4 weeks from now

Dec 24, 2024 · Most accurate provider: When it comes to deals on Toronto-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. …

cheapflights.com

$140
OFF

$140+ Cheap Flights From Toronto (YTO) To O'Hare Intl (ORD)

4 weeks from now

Most accurate provider: When it comes to deals on Toronto-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users …

cheapflights.com

$143
OFF

$143+ Flights From Toronto To Chicago | Cheapflights

4 weeks from now

Find airfare and ticket deals for cheap flights from Toronto to Chicago. Search flight deals from various travel partners with one click at $143. Menu. Home Search by date Vacation packages …

cheapflights.com

$90
OFF

$90 Cheap Flights From Toronto To Chicago In 2024/25 - Momondo

4 weeks from now

United Airlines Flights From Toronto to Chicago. United Airlines (7.4/10 from 9,140 reviews) operates around 63 flights from Toronto to Chicago in any given week. The average United …

momondo.com

$10
OFF

Cheap Flights From Toronto To Chicago From $10 - Jetcost

4 weeks from now

Choose your travel dates and compare the best Toronto - Chicago flight deals available online. Flight prices from Toronto to Chicago. The cost of a Toronto - Chicago flight ticket increases or …

jetcost.com

$234
OFF

CA $234 Cheap Flights From Toronto (YYZ) To Chicago (ORD)

4 weeks from now

Cheap Flights from Toronto (YYZ) to Chicago (ORD) start at CA $234 for one-way and CA $329 for round trip. Earn your airline miles on top of our rewards!

expedia.ca

6%
OFF

$152 Cheap Flights From Toronto (YYZ) To Chicago (ORD)

4 weeks from now

The best time to book a flight from Toronto to Chicago. Sunday is one of the best days to book for cheap flights from Toronto to Chicago: Tickets reserved on a Sunday cost between 6% and …

expedia.com

$92
OFF

US$92️ Cheap Flights From Chicago To Toronto (2024) - Trip.com

4 weeks from now

Choose Porter Airlines flights from Chicago to Toronto.The one-way direct flight with Porter Airlines departs from Midway International Airport on Tue, Dec 10, arriving at Billy Bishop …

trip.com

$283
OFF

Cheap Flights From Toronto To Chicago From $283! - Flytrippers

4 weeks from now

Nov 4, 2024 · $283. Normal average price: $322. Roundtrip, all taxes included. From: YTZ - Billy Bishop Toronto City Airport To: MDW - Chicago Midway International Airport See all available …

flytrippers.com

C$164
OFF

Cheap Flights From Toronto To Chicago From C$ 164 - Momondo

4 weeks from now

Porter Airlines Flights From Toronto to Chicago. Across 12 Porter Airlines flights from Toronto to Chicago this week, the average price was C$ 261, with the best Porter Airlines deals starting …

momondo.ca

FAQs about US$120 Cheap Flights from Toronto to Chicago - Trip.com Coupon?

When is the cheapest time to fly from Toronto to Chicago?

Some of the most affordable flights from Toronto to Chicago are during the month of January. You can find some of the cheapest flights from Toronto to Chicago with Expedia's search tool and vast selection of airlines. The best time to book a flight from Toronto to Chicago ...

What airlines fly from Toronto to Chicago?

The two airlines most popular with KAYAK users for flights from Toronto to Chicago are Porter Airlines and Air Transat. With an average price for the route of $257 and an overall rating of 7.9, Porter Airlines is the most popular choice. Air Transat is also a great choice for the route, with an average price of $285 and an overall rating of 7.8. ...

How do I get to Chicago from Toronto?

From Toronto, you can travel to Chicago through O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT). Find out which hub is right for you before you make a decision. If you settle on O’Hare Intl. Airport (ORD), it’s about 16 mi northwest of the center of the city. ...

How to find cheap round-trip tickets from Toronto to Chicago?

How to find cheap round-trip tickets from Toronto to Chicago Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Toronto to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $147 one-way. ...

How long is a flight from Toronto to Chicago?

Flights from Toronto to Chicago are quite short, usually lasting less than 2 hours, which means they occur regularly and are often non-stop. Direct flights are offered by numerous airlines including American Airlines, Porter Airlines and Air Canada. How do I get from downtown Toronto to Billy Bishop Airport? ...

When should I book a flight from Toronto to Chicago?

To get a below average price on the flight from Toronto to Chicago, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure. Which airlines provide the cheapest flights from Toronto to Chicago? ...