Cheap Flights from Chicago to Toronto from $53

Flying from Chicago to Toronto~1 hour 30 minutes (nonstop).Time difference: Toronto is 1 hour ahead of Chicago (adjust for daylight saving).

For Departure, Fly from Chicago O'Hare (ORD) or Midway Airport (MDW). Budget airlines like Flair sometimes use Rockford Airport (RFD), located about 85 miles northwest of Chicago; be sure to arrive early.

For Arrival, Most flights land at Toronto Pearson (YYZ) or Billy Bishop Airport (YTZ), located 2.5 to 17 miles from downtown Toronto. Budget flights often use Hamilton Airport (YHM), which is about 50 miles outside the city. Billy Bishop (YTZ) is the closest to downtown but has more limited flight options.

For Airlines, you can choose full-service carriers like Air Canada, United Airlines, American Airlines, and WestJet, which include bags and snacks, with fares typically $150-$400+ one-way. For budget options, Porter and Air Transat offer fares starting around $50-$120 one-way, but charge extra for bags, seats, and snacks.

Airports in Chicago

Chicago has 2 main airports:

• O’Hare (ORD) – Major international and domestic hub
• Midway (MDW) – Smaller, budget-friendly, mostly domestic flights

Chicago O’Hare International Airport (ORD)

It's around 17 miles northwest of the core. A major airport in the United States. handles more than 70 million passengers annually. The Airport Transit System (ATS) links the four terminals (T1–T5).

Getting from Downtown to O’Hare

• Train CTA Blue Line: around USD 2.50, 45-60 minutes. operates around-the-clock. Straight to the terminals.
• Ridesharing (Uber, Lyft) or taxi: around $35–60 USD, 30–60 minutes (depending on traffic). During rush hour, it could be slower.
• Hotel Shuttles / Private Vans: Offered by many hotels (free or paid). Book in advance.
• Rental vehicle: All terminals have free shuttle service to the rental vehicle center.

Chicago Midway Airport (MDW)

About 11 miles southwest of the city center. smaller than O'Hare and primarily used for domestic travel. Southwest Airlines' main hub. shorter security queues and simpler navigation.

Getting from Downtown to Midway

• CTA Orange Line (Train): around $2.50 USD, takes about 25 to 35 minutes. connects to the terminal immediately.
• Uber and Lyft ridesharing/taxis: $25–45 USD, 20–40 minutes, depending on traffic
• Hotel Shuttles / Private Vans: Available from select hotels—check ahead and book in advance.
• Rental Car: On-site car rentals are offered close to the airport.

Rockford International Airport in Chicago (RFD)

About 85 miles northwest of Chicago's downtown, close to Rockford, Illinois.

specializes in low-cost and charter flights, particularly to holiday locations.

shorter queues, free parking, and a smaller airport with simple check-in.

Getting from Downtown Chicago to RFD

• Drive time by car: around 1.5 to 2 hours. ✔ Taking I-90 West is the best choice.
• No direct access to a rail or CTA. You'll require a private shuttle, ridesharing, or a car.
• Bus/Shuttle: Occasionally, charter bus services are offered for particular flights; check with the airline or the RFD website.

Airports in Toronto

Toronto has 2 main airports:

• Pearson (YYZ) – Major international and domestic hub
• Billy Bishop (YTZ) – Smaller, near downtown, mostly domestic and short-haul flights
  

Pearson International Airport in Toronto (YYZ)

About 17 miles (28 kilometers) to the northwest of the city center. With more than 50 million people a year, it is the busiest airport in Canada.

The free Terminal Link rail connects two terminals (T1 and T3).

Getting from Downtown to Pearson(YYZ)

• Train: Union Station to the airport takes 25 minutes, and the UP Express costs about CAD $12.35. Runs from early dawn to late at night, every 15 minutes.
• Ridesharing (Uber, Lyft) or Taxi: Around CAD $50–75, takes 30–60 minutes depending on traffic
• Private vans and shuttles from hotels: offered by numerous hotels (for free or a fee). Make sure beforehand.
• Rental vehicle: You may walk or take a shuttle from the parking lots to the rental vehicle center, which is close to the terminals.

Billy Bishop Toronto City Airport (YTZ)

The nearest airport to the city center is downtown, which is only 1.5 miles (2.5 km) away from this Toronto Islands location.

primarily offers short-haul international and domestic flights (e.g., to U.S. cities).

Porter Airlines and Air Canada (restricted routes) are the primary carriers.

Short security lines and quick check-in are features of this compact, effective terminal.

Getting from Downtown to Billy Bishop (YTZ)

• Walk + Ferry: From the mainland, take a free 90-second ferry journey or the pedestrian tunnel.
• Shuttle Bus: Free shuttle service is available from Union Station (15–20 minutes). every fifteen to thirty minutes.
• Taxi or ridesharing (Uber, Lyft): $10 to $25 CAD, depending on location and traffic, takes 5 to 20 minutes.

Best Time to Fly to Toronto

Flying to Toronto is most convenient in the spring (April–June) and fall (September–October) seasons. The parks are beautiful, the temperature is moderate (10–20°C), and there are fewer people around. Hotels and flights are frequently less expensive than in the summer.

Festival season and an excellent time to explore sights, summer (July–August) is also crowded, muggy (20–30°C), and expensive for hotels.

Although winter (December–February) is chilly (-5 to 2°C), you can find excellent airline + hotel deals and less tourists if you don't mind snow and bundle up.

Where to Stay in Toronto

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• Downtown/Entertainment District: Near Rogers Centre, CN Tower, and the exciting nightlife. Ideal for new guests who wish to be right in the middle of the activity.
• Queen West: Street art, trendy shops, smart cafes, and lots of reasonably priced Airbnbs. Excellent for an artistic, relaxed atmosphere.
• Yorkville: Fine restaurants, art galleries, boutique shopping, and upscale living. More expensive, but ideal for those seeking elegance and quality.
• Distillery District: Historic cobblestone streets, hip galleries, breweries, and eateries can be found in the Distillery District. A more sedate place with a distinct ambiance.

Stay away from lodgings close to Pearson Airport unless you have an early departure. It's advisable to stay central because of the intense traffic in downtown!