Travellers 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 C$ 469, or C$ 666 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$ 398 per person but you can even find prices for as low as C$ 263. The most expensive prices can be found in the month of September. Opting for a April flight can save you 14% 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$ 296 - C$ 416
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Tue 18/6
Nonstop1h 47m
Chicago Midway
Mon 24/6
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 13/6
Nonstop1h 47m
Chicago Midway
Sat 15/6
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 4/6
1 stop12h 10m
Chicago O'Hare Intl
Tue 11/6
1 stop18h 20m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 10/7
Nonstop1h 54m
Chicago O'Hare Intl
Wed 17/7
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 7/6
Nonstop1h 55m
Chicago O'Hare Intl
Sun 9/6
Nonstop1h 50m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 16/6
Nonstop1h 57m
Chicago O'Hare Intl
Tue 18/6
1 stop9h 13m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 16/7
1 stop6h 54m
Chicago O'Hare Intl
Thu 18/7
1 stop7h 08m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 18/6
1 stop4h 17m
Chicago O'Hare Intl
Fri 5/7
1 stop4h 33m
Toronto Pearson IntlChicago Midway
YYZ - MDW
YYZMDW
Toronto Pearson Intl
Mon 17/6
1 stop8h 19m
Chicago Midway
Wed 19/6
1 stop6h 34m
No data available for this route at this time. Please check back soon.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Crew
Overall
Comfort
Boarding
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
11%of flight departures | Early morningMidnight to 6 am |
---|---|
26%of flight departures | Morning6 am to noon |
50%of flight departures | AfternoonNoon to 6 pm |
13%of flight departures | Evening6 pm to midnight |
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