C$ 171+ Direct flights to Chicago
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 10/8. 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 435,117 searches and data was last updated on 25 July 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 435,117 searches and data was last updated on 25 July 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 435,117 searches and data was last updated on 25 July 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 435,117 searches and data was last updated on 25 July 2024.
Best time to book a flight to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
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 435,117 searches and data was last updated on 25 July 2024.
Fly from
Budget
C$ 287 - C$ 492
Route
Depart
Return
Price
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 19/9
Nonstop1h 47m
Chicago Midway
Mon 23/9
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 7/9
Nonstop1h 53m
Chicago O'Hare Intl
Mon 9/9
Nonstop1h 37m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Thu 8/8
Nonstop1h 47m
Chicago Midway
Sun 11/8
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 22/8
Nonstop1h 59m
Chicago O'Hare Intl
Sun 25/8
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 7/8
Nonstop2h 02m
Chicago O'Hare Intl
Sun 11/8
Nonstop1h 48m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 8/8
Nonstop1h 55m
Chicago O'Hare Intl
Thu 8/8
Nonstop1h 45m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 14/8
Nonstop1h 55m
Chicago O'Hare Intl
Sun 18/8
Nonstop1h 50m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 15/8
Nonstop1h 55m
Chicago O'Hare Intl
Mon 19/8
Nonstop1h 35m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 15/8
Nonstop1h 55m
Chicago O'Hare Intl
Sun 18/8
Nonstop1h 50m
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 25 July 2024.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
Boarding
Comfort
Entertainment
Food
Overall
Crew
Reviews
A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.
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).