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Lester B. Pearson International
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Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare InternationalUp to 120 of 155 options on this route. Open the full search to see them all with every filter.
From flights departing on Sat, 14 Nov 2026.
Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.
Ways to make this trip that you can book on FlyX, compared by price and journey time.
4 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Compare fares, stops, baggage and refundability across the airlines flying this route.
| Fastest flight duration | 2h 3m · Air Canada |
|---|---|
| First departure of the day | 06:00 · American Airlines |
| Last departure of the day | 19:44 · United Airlines |
| Flight options found | 155 |
| Direct / non-stop options | 21 |
| Airport codes | Toronto–YYZ, Chicago–ORD |
Fares and timings are indicative. The exact price is confirmed with the airline when you search.
The search for Sat, 14 Nov found 155 flight options, 21 of them non-stop. The first flight leaves around 06:00 and the last around 19:44. The fastest flight takes about 2h 3m.
Lowest fare by departure window: Morning from ₹14,311, Afternoon from ₹14,311, Evening from ₹14,311. These observations do not predict the cheapest departure window on other dates.
Search your travel dates to compare current fares. Prices change with airline seat availability.
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
Choose one-way or round-trip, pick your dates and travellers in the search form above.
Sort or filter the Toronto–Chicago results by price, departure time, stops and airline.
Check baggage allowance and refundability for each fare type before continuing.
Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.
UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.
Toronto is Canada's largest city — the CN Tower, multicultural food scene and the gateway to Niagara Falls.
May to October (10-26°C); winters are snowy
TTC subway/streetcars downtown; UP Express train links Pearson airport to Union Station in 25 minutes.
Toronto Pearson International Airport (YYZ). Canada's busiest airport, ~27 km northwest of downtown; T1 and T3 with the UP Express from T1.
Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.
The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.
Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.
May to June or September to October, about 12–25°C, for river and lake walks.
By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.
By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.
By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.
Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.
O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.
Compare the available Toronto to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
| Coupon code | Offer | Max saving |
|---|---|---|
| FLYX20 | Up to 20% Off on Flights | ₹1,500 |
Check coupon eligibility and the final discount on the review page before you pay. View full terms.
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Toronto to Chicago dates shown on this page, the lowest fare is on a Saturday at ₹14,311. This can change from week to week.
The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.
Yes. 21 non-stop flights are listed on this page for Toronto to Chicago, operated by Air Canada, United Airlines and American Airlines. Use the Stops filter to see only those.
Air Canada, United Airlines, American Airlines and Delta Air Lines are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
The quickest non-stop Toronto to Chicago flight on this page takes about 2h 3m. Non-stop flights here take between 2h 3m and 2h 30m. Journeys with a stop take longer, since the total includes the layover.
The lowest Toronto to Chicago fare on this page is ₹14,311. Fares on the same dates run up to ₹27,310, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.
On this page, Air Canada has the lowest Toronto to Chicago fare, starting from ₹14,311. United Airlines is next, from ₹15,020. The cheapest airline can change with the date, so compare a few days around your trip.
On the dates shown here, the first departure is around 06:00 and the last around 19:44, local time at Toronto. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.
Check the airport codes YYZ–ORD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.
Fares shown are for departures on .
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
For payment, ticket issuance or a change request, see FlyX support. About FlyX.
Planning more than the flight? Our Canada guide covers the best time to go, how long to plan for, and which places are worth the days you have. Cities, Rockies and family visits.
The YYZ to ORD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
The date strip opens the complete search result for the route and selected date.
Shortlist by price, stops, departure time and refundable fare preference.
Continue to Booking opens the verified fare choices, including baggage and refundability, before review.
| Cheapest Fare | Fare | Date | Airline | Departure |
|---|---|---|---|---|
| Lowest Airfare | ₹14,311 | 14/11/2026 | Air Canada | 08:20 |
| Cheapest Airfare Within 30 Days | ₹14,025 | 27/11/2026 | Air Canada | 08:20 |
| Cheapest Airfare Within 90 Days | ₹13,595 | 26/01/2027 | Air Canada | 08:20 |
FlyX lists each Toronto to Chicago flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.
Toronto to Chicago flight duration is approximately 2 hours 3 minutes non-stop. There are 21 non-stop Toronto to Chicago direct flights on the departure date shown on this page.
The search for these dates returned 155 flight options, 21 of them non-stop. The first departure from Toronto is at 06:00 and the last is at 19:44. Flights leave from Lester B. Pearson International and land at O Hare International.
| Flight Details | Information |
|---|---|
| Route | Toronto to Chicago |
| Flight Duration | 2h 3m - 15h 42m |
| Airport Codes | Toronto - YYZ, Chicago - ORD |
| Total Flights Available | 155 flights21 direct134 with layovers |
| First Flight Departure | Departs at 06:00 |
| Last Flight Departure | Departs at 19:44 |
| Early Morning Flights (12 AM - 8 AM) | 47 flights3 direct44 with layovers |
| Morning Flights (8 AM - 12 PM) | 53 flights7 direct46 with layovers |
| Afternoon Flights (12 PM - 4 PM) | 29 flights6 direct23 with layovers |
| Evening Flights (4 PM - 8 PM) | 26 flights5 direct21 with layovers |
| Night Flights (8 PM - 12 AM) | No flights in this time slot |
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