Travelers have found it’s best to book a flight 38 days in advance to save up to 90% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Toronto to Illinois 1-2 weeks in advance for as low as $337, or $489 for flights within the next 24 hours.
April is one of the best times of the year to fly to Illinois from Toronto. Prices for April average $290 per person but you can even find prices for as low as $193. The most expensive prices can be found in the month of August. Opting for a April flight can save you 14% on your journey compared to booking in August
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Toronto to Illinois as you normally would.
Fly from
Fly to
Budget
$203 - $316
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Tue 7/30
Nonstop1h 47m
Chicago Midway
Fri 8/2
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Wed 7/3
Nonstop1h 47m
Chicago Midway
Wed 7/17
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Sat 6/22
Nonstop1h 47m
Chicago Midway
Sat 6/29
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 7/2
Nonstop2h 02m
Chicago O'Hare Intl
Tue 7/9
Nonstop1h 52m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 7/22
Nonstop2h 02m
Chicago O'Hare Intl
Thu 7/25
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 6/22
Nonstop1h 56m
Chicago O'Hare Intl
Sat 6/29
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 7/2
Nonstop1h 55m
Chicago O'Hare Intl
Wed 7/3
1 stop7h 21m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 9/11
1 stop5h 10m
Chicago O'Hare Intl
Sat 9/14
1 stop8h 13m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 6/29
1 stop9h 33m
Chicago O'Hare Intl
Sat 7/6
1 stop14h 40m
No data available for this route at this time. Please check back soon.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Entertainment
Overall
Boarding
Comfort
Food
Crew
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
10%of flight departures | Early morningMidnight to 6 am |
---|---|
34%of flight departures | Morning6 am to noon |
42%of flight departures | AfternoonNoon to 6 pm |
14%of flight departures | Evening6 pm to midnight |
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