Travellers have found it’s best to book a flight 38 days in advance to save up to 93% 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 C$ 433, or C$ 670 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 C$ 389 per person but you can even find prices for as low as C$ 265. The most expensive prices can be found in the month of September. Opting for a April flight can save you 16% on your journey compared to booking in September
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
C$ 276 - C$ 445
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Fri 2/8
Nonstop1h 47m
Chicago Midway
Sun 4/8
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Fri 5/7
Nonstop1h 47m
Chicago Midway
Fri 12/7
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 28/7
Nonstop1h 56m
Chicago O'Hare Intl
Wed 31/7
1 stop10h 00m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 18/9
1 stop15h 10m
Chicago O'Hare Intl
Sun 22/9
1 stop7h 55m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 17/8
Nonstop1h 56m
Chicago O'Hare Intl
Wed 28/8
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 20/8
Nonstop1h 55m
Chicago O'Hare Intl
Mon 26/8
1 stop6h 59m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 1/8
Nonstop1h 47m
Chicago Midway
Sun 4/8
Nonstop1h 42m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Fri 16/8
1 stop7h 38m
Chicago Midway
Mon 19/8
1 stop8h 29m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Wed 28/8
1 stop7h 08m
Chicago Midway
Wed 4/9
1 stop10h 22m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
Boarding
Entertainment
Crew
Food
Overall
Comfort
Reviews
Great airline! I would fly with them again. Overall, very positive experience along every step of the way. I was so jazzed they offer direct flights from Denver to Anchorage! Great customer service.
12%of flight departures | Early morningMidnight to 6 am |
---|---|
22%of flight departures | Morning6 am to noon |
52%of flight departures | AfternoonNoon to 6 pm |
14%of flight departures | Evening6 pm to midnight |
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