Search Cheap Flights from Toronto to Chicago from 148.64 USD







Find the popular and cheapest one way flight from Toronto to Chicago

At WowTickets, flights from Toronto to Chicago are tailored for both speed and affordability. Our offerings consider the fastest and most economical options to ensure a seamless journey. The duration of flights averages 03:29:00, providing a swift link between these cities. Starting prices from 338 USD vary depending on travel times and specific days of the week, offering flexibility and value to our travellers.

One-way flight prices for 14 October

Sun
164.14 $

Sun

05.10

Mon
178.75 $

Mon

06.10

Tue
155.12 $

Tue

07.10

Wed
149.57 $

Wed

08.10

Cheapest
148.64 $

Thu

09.10

Fri
173.08 $

Fri

10.10

Sat
164.14 $

Sat

11.10

Sun
278.75 $

Sun

12.10

Mon
278.75 $

Mon

13.10

Tue
278.75 $

Tue

14.10

Wed
278.75 $

Wed

15.10

Thu
278.75 $

Thu

16.10

Fri
278.75 $

Fri

17.10

Sat
278.75 $

Sat

18.10

Sun
278.75 $

Sun

19.10

Mon
278.75 $

Mon

20.10

Tue
278.75 $

Tue

21.10

Wed
278.75 $

Wed

22.10

Thu
278.75 $

Thu

23.10

Fri
278.75 $

Fri

24.10

Secure your one-way flight from Toronto to Chicago for 14 October (YTO - CHI) with our selection of top deals. Compare prices across different airlines directly on our platform to find the most economical options for your travel plans. Ensure you get the best rate available for your journey without compromising on convenience or quality.

Great deals on tickets for 14 October

AirlinePriceDuration
airline logo

United Airlines

From 148.64

2 hr 02 min
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Delta Air

From 164.14

5 hr 04 min
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American Airlines Inc.

From 167.47

1 hr 54 min
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Air Canada

From 171.77

7 hr 19 min
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Air Transat

From 178.75

1 hr 47 min

Quickly and easily compare round-trip airfares from Toronto to Chicago

Flight CodeAirlineAirportDeparture And ArrivalDuration
7060
airline logo
YTO - CHI13:20 - 15:071 hr 47 min
2387
airline logo
YTO - CHI13:20 - 15:071 hr 47 min
2397
airline logo
YTO - CHI00:50 - 02:371 hr 47 min
511
airline logo
YTO - CHI23:50 - 01:431 hr 53 min
8533
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YTO - CHI13:00 - 14:531 hr 53 min

Schedule of return flights from Toronto to Chicago

We have generated the best return flights from Toronto to Chicago – these results are based on price and convenience. Fares start from 338 USD but vary depending on the time and day.

AirlineCity AirportDatePrice
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Toronto

(YTO)

arrow right iconarrow right icon

Chicago

(CHI)

31.10

From 148.64

airline logo

Toronto

(YTO)

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Chicago

(CHI)

30.10

From 149.57

airline logo

Toronto

(YTO)

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Chicago

(CHI)

27.10

From 164.14

airline logo

Toronto

(YTO)

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Chicago

(CHI)

29.10

From 167.47

airline logo

Toronto

(YTO)

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Chicago

(CHI)

30.10

From 171.77

Tips and suggestions for finding cheap airfare from Toronto to Chicago (YTO to CHI)


Planning your trip from Toronto to Chicago? At WowTickets, we provide detailed insights to ensure you find the best deals and most convenient flight options. Here’s what you should know when booking your flight from YTO to CHI.

Key Flight Information

  • Departure City: Toronto (YTO)
  • Destination City: Chicago (CHI)
  • Airline Options: Delta Air, APG Airlines, American Airlines Inc., Air Canada, Air Transat, United Airlines, Hahn Air Lines, WestJet

Pricing and Budget Tips

To secure the most affordable airfare:

  • Cheapest Available Fare: 338 USD
  • Cheapest & Fastest Flight: 148.64 USD with United Airlines on 2024-10-31

Duration and Timing

  • Average Flight Duration: 03:29:00
  • Fastest Flight Duration: 1:00 by
  • Departure and Arrival Times: Flights leave as early as 2024-10-28 from Hamilton Airport and arrive at {f_to_airport}

Choosing the Right Airline

  • Most Popular Airline: United Airlines
  • Best Value Airline: United Airlines

Booking Strategies

  • Best Time to Book: Consider booking your flight at least several weeks in advance to get the best rates.
  • Check for Special Deals: Airlines often have promotions, especially during the off-peak season. Keep an eye on offers from Delta Air, APG Airlines, American Airlines Inc., Air Canada, Air Transat, United Airlines, Hahn Air Lines, WestJet.

Travel Preparation Tips

  • Weather Considerations: Depending on the time of year, prepare for varying weather conditions in both Toronto and Chicago.
  • Luggage and Check-in: Verify baggage allowances with United Airlines and arrive early at Hamilton Airport to avoid any last-minute rush.

On the Day of the Flight

  • Check Real-Time Flight Status: Always verify your flight status on the day of departure.
  • Airport Facilities: Hamilton Airport offers a range of amenities for travelers including lounges, dining options, and Wi-Fi.

Enhance Your Travel Experience

Upon arrival in Chicago, immerse yourself in the local culture and attractions. Whether it’s historical landmarks, nature, or culinary delights, Chicago has much to offer. Make the most of your stay by planning ahead, joining local tours, and experiencing what the city is known for.

Traveling from Toronto to Chicago can be as budget-friendly as it is enjoyable with the right planning. WowTickets is here to help you navigate your options for a seamless and memorable journey. Make sure to utilize our tips for a hassle-free and cost-effective travel experience. Remember, the key to a successful trip lies in early planning and staying informed about your travel choices.

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