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Cheap Flights from Chicago to Toronto $242.96

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Cheapest Flights from Chicago to Toronto (MDW to YYZ)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to Toronto (MDW to YYZ)

Question : Should you take that vacation to Toronto in the next 30 days?
Answer : Apr 20th has seen bookings (as of Mar 20th) as cheap as $275. That comes in 24% below the average price for this route. Saving on flight costs means you'll have more money to spend on your trip.

Question : What price range should you expect when booking from Chicago (MDW) to Toronto (YYZ)?
Answer : Flight prices change less than most routes from the United States for MDW to YYZ. They range from $275 to $593. Prices tend to be lower the further out you book.

Question : Is there an alternative to Chicago Midway International Airport (MDW) for getting you to Toronto?
Answer : Departing from Chicago Midway International Airport is not the only way to get to Pearson International Airport. Try searching for flights from O'Hare International Airport (ORD) as well. Over the upcoming two months, flights from ORD to YYZ are being booked 41% cheaper than flights from MDW to YYZ. Being only 16 miles away, it's easily accessible for most.

Question : Which airline is giving the best deals for round-trip flights from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ)?
Answer : Prices are hitting as high as $593 over the next three months when flying to YYZ from MDW. Check out Delta Air Lines, as they have been booking customers at just $275.

Question : Which airline has been on schedule from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ) the most?
Answer : United Airlines holds the best record for flights from MDW to YYZ with a 100% on-time rate. Hopefully they keep that perfect record alive.

Question : How many days should you spend in Toronto?
Answer : Passengers from MDW to YYZ stay about one week on average.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : The best day to fly on a budget this month is Friday. Being flexible with your travel days garners even more savings during booking.

Question : Who struggles with getting their passengers to Pearson International Airport (YYZ) on time?
Answer : Delta Air Lines is late on 100% of flights from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ) at the moment. If you’re on Delta Air Lines, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : How often are flights late from Chicago Midway International Airport (MDW) to Pearson International Airport (YYZ)?
Answer : The Chicago to Toronto route has a 30% on-time rate, ranking in the 24th percentile worldwide in getting their passengers to their destinations on schedule. If a flight is delayed, expect an average of less than 15 minutes added to your flight time.

Question : How does Chicago to Toronto stack up against the rest of the world in overall promptness?
Answer : Using the combined on-time percentage and average delay breakdown, Chicago to Toronto currently has a 1 out of a possible 5 star rating. A 1-star rating means you should feel rather worried about getting to Toronto on time.