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 Region of Ontario to Illinois 1-2 weeks in advance for as low as $344, or $489 for flights within the next 24 hours.
Flights from Region of Ontario to Illinois lean towards being more expensive in September. Prices are generally better when you fly from Region of Ontario to Illinois in April, with the cheapest ticket starting at $193.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Region of Ontario to Illinois as you normally would.
Fly from
Fly to
Budget
$218 - $479
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Mon 9/9
Nonstop1h 47m
Chicago Midway
Thu 9/12
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Mon 6/3
Nonstop1h 47m
Chicago Midway
Thu 6/6
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 7/1
Nonstop1h 56m
Chicago O'Hare Intl
Tue 7/16
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 5/31
Nonstop1h 56m
Chicago O'Hare Intl
Sat 6/1
Nonstop1h 43m
Toronto Pearson IntlLambert-St Louis
YYZ - STL
YYZSTL
Toronto Pearson Intl
Tue 5/28
1 stop15h 13m
Lambert-St Louis
Wed 6/5
1 stop10h 13m
Montreal Pierre Elliott Trudeau IntlChicago O'Hare Intl
YUL - ORD
YULORD
Montreal Pierre Elliott Trudeau Intl
Thu 9/26
Nonstop2h 42m
Chicago O'Hare Intl
Sun 9/29
Nonstop2h 19m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 5/31
1 stop4h 29m
Chicago O'Hare Intl
Wed 6/5
1 stop8h 14m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 9/15
1 stop4h 07m
Chicago O'Hare Intl
Mon 9/16
1 stop3h 51m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Mon 6/17
1 stop8h 19m
Chicago Midway
Thu 6/20
1 stop18h 26m
No data available for this route at this time. Please check back soon.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Comfort
Boarding
Food
Overall
Crew
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
14%of flight departures | Early morningMidnight to 6 am |
---|---|
30%of flight departures | Morning6 am to noon |
48%of flight departures | AfternoonNoon to 6 pm |
8%of flight departures | Evening6 pm to midnight |
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