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This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Prices starting at $246 for return flights and $144 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
|Origin Airport IATA Code||YTO|
|Destination Airport IATA Code||CHI|
|Direct Flight Airlines||American Airlines, Qatar Airways, Air Canada, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, Qantas, SAS, Finnair, Royal Jordanian, ANA, British Airways|
|Earliest Flight Arrival||1:27PM UTC|
|Latest Flight Arrival||11:20PM UTC|
What could have turned into a nightmare with delays, transitioned smoothly thanks to United. Unlike my horrible experience with AA earlier that week.
Staff during the flight very friendly. But after arriving in Toronto all staff of AirCanada seemed to be in a hurry and couldn't spend one second in helping me find my gate. When I asked help many of them were very rude, but not all of them.
Love Porter Airlines!
Air Canada has always been great to my family.
Yes, I strongly dislike having to pay for my bag. I’d prefer one free checked bag and charge for second bag. You want customers to fly your airline and travelers need luggage so figure out a better way.
Thanks for great service!
Just late leaving Toronto so just barely made it to my connection.
Will continue to fly with United Airlines for future trips
Porter is great
My husband’s missing luggage was delivered one day after we returned home. As it was not delivered within the four hour window, he tried to call to find out the status of delivery, but only heard recording message. He practically waited the whole time at home and listened for door bell ringing. Despite the delay in getting his luggage, we had positive experience flying Porter for the first time.
Travelers from Toronto often enjoy visiting Chicago for weekend trips or longer vacations to experience the exciting attractions, enlightening cultural events, and incredible shopping opportunities the Windy City has to offer. When planning a trip from Toronto to Chicago, search Orbitz.com for great deals on flights, hotels, and tickets to local attractions.
When heading to Chicago, you'll fly out of Toronto Pearson International Airport, which is located about 17 miles from downtown. Taxis, buses, and the LINK train are all popular ways to get to the airport from central Toronto. Alternately, you can hop on the Express airport shuttle, which makes regular stops throughout the downtown area. If you plan to drive yourself to the airport, you can choose from the value parking garage or the value parking lot, both located just minutes from the terminals on the LINK line.
Chicago has two airports: Chicago O'Hare International Airport and Chicago Midway International Airport. Both airports are served by public buses, and O'Hare has a stop for the CTA Blue line. You can also head into town via taxi or rent a car at the car rental facilities located at both airports. Once in Chicago, check out the Chicago Historical Society museum to get a better idea of the history and culture of the city, then head out to explore. Visit Navy Pier and Lincoln Park Zoo, or relax at Hyde Park before heading out to the theater district to catch a performance. Summer is a popular time to visit Chicago due to the pleasant weather; temperatures average in the low 80s during the day and in the 60s at night. Winters can be cold, with highs near freezing temperature and lows in the 20s, but prices drop significantly during this time.
Whether you spend your Chicago vacation investigating the many museums of the city, shopping on the Magnificent Mile, or soaking up culture at local art galleries, you are sure to have a blast in the Windy City. Whatever your vacation budget, check Orbitz.com for great deals on air tickets from Toronto to Chicago, vacation packages, and all of your travel needs.
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.