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Lester B. Pearson International
O Hare International
Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International
Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare International Lester B. Pearson InternationalO Hare InternationalStay options near the arrival city for the same travel date.
2185 Marriott Dr, 60118
1 Night • 3 Star
1200 Bank Drive, 60173
1 Night • 3 Star
8000 Capitol Drive, 60090
1 Night • 3 Star
3003 Corporate West Dr, 60532
1 Night • 4 Star
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 154 options on this route. Open the full search to see them all with every filter.
Selected flight highlights for 03 Oct 2026.
Fares and hotel rates usually run higher around these dates. Booking earlier — or shifting 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 — check the exact date for your travel year.
Every option we can actually book for you, compared on 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 | 1h 55m · Air Canada |
|---|---|
| First departure of the day | 00:30 · Air Canada |
| Last departure of the day | 19:43 · United Airlines |
| Options in this snapshot | 154 |
| Direct / non-stop options | 23 |
| Airport codes | Toronto–YYZ, Chicago–ORD |
Fares and timings are indicative — the exact price is confirmed with the airline when you search.
Around 154 flights appear in the dated route snapshot, including 23 non-stop options. Departures run through the day — the first flight leaves around 00:30 and the last around 19:43. The fastest flight takes about 1h 55m.
Lowest fare by departure window: Morning from C$198, Afternoon from C$198, Evening from C$198, Night from C$285. These observations do not predict the cheapest departure window on other dates.
Search your travel dates to compare current fares — prices update continuously with airline inventory.
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.
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Lying on the North-West shore of Lake Ontario, Toronto is one of the most fascinating and populated cities in Canada. Tourists visiting here call it one of the true and magnificent cities on the map of world, with diverse attractions to lure the attention of travelers across the globe. Some of the attractions will leave long lasting memories in your life. From sky-touching buildings to architectural masterpieces, from lush green fields to clean and wide roads, you will find everything here which will add some remarkable days in your life. The deep-rooted culture and warm hospitality are the things which you love to talk about. The nightlife of the city is the real delight for the visitors as people love to hang-out in pubs and bars. During nights, you will find the city quite vivacious and vibrant. Nothing is more beautiful than visiting Toronto's attractions which are St. Lawrence Market, CN Tower, Toronto Zoo, and The Eaton Center.
The city welcomes you everywhere and let you enjoy every moment of your life with fun and laughter. It is said that the summers are the right time to pay a visit in this part of the world as during the months of May to September, the climate of the city becomes quite enjoyable and pleasant. You will also find many splendid shopping malls, restaurants and luxury hotels in different corners of the city. Toronto Pearson International Airport (YTO) is here which connects the city with many other countries. All the major flights fly in and out of Toronto to/from every corner of the world.
To book Toronto Flights, you can simply log onto FlyX.in.com where you can also book your rooms in hotels well in advance. To get the best deals on your every booking, you just need to explore this leading online travel portal. So, forget your worries, just log onto FlyX.in and enjoy a happy journey.
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, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.
Chicago is served by two major airports:
• O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
• Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center
Chicago offers a wide range of accommodation options to suit every budget:
• The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
• The Drake Hotel - Historic hotel with elegant rooms and top-notch service
• Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
• HI Chicago Hostel - Budget-friendly option with modern amenities
When it comes to dining, Chicago is a food lover's paradise:
• Alinea - Renowned for its innovative and artistic dishes
• Lou Malnati's Pizzeria - Famous for its deep-dish pizza
• Girl & the Goat - Popular spot for creative small plates
• Portillo's - Iconic for its Chicago-style hot dogs
Getting around Chicago is convenient with various transportation options:
• Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
• Metra - Commuter rail system connecting the suburbs to the city
• Taxis and Rideshares - Widely available across the city
• Divvy Bikes - Bike-sharing program with numerous docking stations
Chicago boasts numerous attractions that should not be missed:
• Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
• The Art Institute of Chicago - Houses an impressive collection of artworks
• Navy Pier - Entertainment hub with rides, restaurants, and shops
• Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
• Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
Chicago experiences a continental climate with distinct seasons:
• Winter (December to February) - Cold and snowy, ideal for winter sports
• Spring (March to May) - Mild temperatures and blooming flowers
• Summer (June to August) - Warm and humid, perfect for outdoor activities
• Autumn (September to November) - Cool and crisp, great for sightseeing
The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.
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. Across the dates currently loaded for Toronto to Chicago, Saturday shows the lowest fare at C$198. That is an observed snapshot for these dates, not a rule that holds every week.
The flying distance depends on the routing the airline selects. The live flight cards above show duration and stop details for each result.
Yes. 23 non-stop flights are showing on Toronto to Chicago for the dates currently loaded. Use the Stops filter to see only those.
Air Canada, United Airlines, American Airlines and Delta Air Lines are showing on this route for the dates currently loaded. 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 currently loaded takes about 1h 55m. Across the non-stop options showing, block time ranges from 1h 55m to 2h 6m. Journeys with a stop take longer, since the total includes the layover.
Allowance is set by the airline and the fare you pick, not by the route. Fares showing right now include 2 Pieces. Cabin baggage is counted separately, and the exact allowance for the fare you choose is shown in the fare conditions before payment.
The lowest fare showing on Toronto to Chicago for the dates currently loaded is C$198. Fares on the same dates run up to C$1,103, depending on airline, timing and fare type. Airline pricing moves continuously, so treat this as a dated observation rather than a fixed price.
For the dates currently loaded the first departure is around 00:30 and the last is around 19:43, 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.
Last checked .
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 visa process for Indian passport holders, 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 Today | C$198 | 03/10/2026 | United Airlines | 07:00 |
| Cheapest Airfare Within 30 Days | C$194 | 12/10/2026 | United Airlines | 07:00 |
| Cheapest Airfare Within 90 Days | C$188 | 11/12/2026 | United Airlines | 07:00 |
Planning to fly from Toronto to Chicago? FlyX lets you compare flight rates, airline timings, layovers, and baggage allowances all in one simple list. From quick non-stop routes to flexible connecting options, finding and booking cheap air tickets has never been easier.
Around 154 flights operate on this route, providing plenty of choices for your travel window. The earliest morning flight departs from Toronto at 00:30, while the last night flight leaves at 19:43. Flights depart from Lester B. Pearson International and land at O Hare International.
| Flight Details | Information |
|---|---|
| Route | Toronto to Chicago |
| Flight Duration | 1H :55 M - 15H :59 M |
| Airport Codes | Toronto - YYZ, Chicago - ORD |
| Total Flights Available | 154 flights (23 direct) |
| First Flight Departure | Departs at 00:30 |
| Last Flight Departure | Departs at 19:43 |
| Early Morning Flights (12 AM - 8 AM) | 35 direct/indirect flights |
| Morning Flights (8 AM - 12 PM) | 44 direct/indirect flights |
| Afternoon Flights (12 PM - 4 PM) | 51 direct/indirect flights |
| Evening Flights (4 PM - 8 PM) | 24 direct/indirect flights |
| Night Flights (8 PM - 12 AM) | 0 direct/indirect flights |