Direct flights to Chicago from C$ 175
This is the cheapest price on a non-stop flight to Chicago found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap direct flight deals to Chicago
Discover affordable direct flight deals to Chicago. In the last 7 days, Cheapflights users made a total of 437,143 searches and data was last updated on 10 May 2024.
One-way direct flights to Chicago
Explore one-way non-stop flights to Chicago for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 437,143 searches and data was last updated on 10 May 2024.
Round-trip direct flights to Chicago
Explore round-trip direct flights to Chicago. Find up-to-date pricing and availability for round-trip flights. In the last 7 days, Cheapflights users made a total of 437,143 searches and data was last updated on 10 May 2024.
Direct flights to Chicago departing soon
Discover non-stop flights to Chicago departing soon. In the last 7 days, Cheapflights users made a total of 437,143 searches and data was last updated on 10 May 2024.
Average price of flights to Chicago
Plan your trip to Chicago by taking into account the cheapest months to travel. Direct flights to Chicago can be found for as low as C$ 175. The average price of a direct flight to Chicago is currently C$ 343. Price data was last updated on 5 May 2024.
At the moment, the best time to book a non-stop flight to Chicago is in January with an average price of C$ 261. If you're looking to fly direct to Chicago in August, expect to pay the most, with an average price of C$ 439. Keep in mind that different factors like airlines, departure airports, and times can affect the cost of your flight, so it's a good idea to compare these to find the best deal.
January
C$ 358
February
C$ 417
March
C$ 444
April
C$ 456
May
C$ 524
June
C$ 554
July
C$ 591
August
C$ 602
September
C$ 472
October
C$ 511
November
C$ 463
December
C$ 478
Find direct flights to Chicago within your budget
Use the slider to find non-stop flights to Chicago within your budget. Price data is based on user searches made on Cheapflights. Over the past seven days, Cheapflights users made 437,143 searches and data was last updated on 10 May 2024.
Fly from
Budget
C$ 296 - C$ 410
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 23/5
Nonstop1h 47m
Chicago Midway
Sun 26/5
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Mon 3/6
Nonstop1h 47m
Chicago Midway
Fri 7/6
Nonstop1h 42m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Wed 12/6
Nonstop1h 47m
Chicago Midway
Sat 15/6
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 22/5
Nonstop1h 54m
Chicago O'Hare Intl
Wed 29/5
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 5/6
Nonstop1h 55m
Chicago O'Hare Intl
Sun 9/6
Nonstop1h 35m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 7/7
Nonstop1h 56m
Chicago O'Hare Intl
Mon 22/7
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 9/6
Nonstop1h 57m
Chicago O'Hare Intl
Tue 11/6
Nonstop1h 52m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 29/7
Nonstop1h 56m
Chicago O'Hare Intl
Wed 7/8
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 5/6
Nonstop2h 02m
Chicago O'Hare Intl
Sat 8/6
Nonstop1h 52m
Reviews of airlines flying non-stop to Chicago
Get insights into the airlines that provide direct flights to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 10 May 2024.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Entertainment
Crew
Food
Comfort
Boarding
Overall
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.
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | -5 - 23 °C |
|---|
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).