Cheap flights from Ottawa to Chicago from C$ 253
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 28/7. Fares are subject to change and may not be available on all flights or dates of travel.
Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or April, booked 65 days in advance, depart on a Tuesday or Friday and return on a Tuesday
Cheap flight deals from Ottawa to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Ottawa (YOW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 30 June 2025.
Round-trip from | C$ 410 |
---|---|
One-way from | C$ 253 |
Popular in | November |
Cheapest in | May |
Average price | C$ 622 |
Good round-trip deal | C$ 652 or less |
Good one-way deal | C$ 363 or less |
Find flight deals from Ottawa to Chicago
Cheapest flights from Ottawa to ChicagoExplore the most affordable flight options available from Ottawa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Explore the most affordable flight options available from Ottawa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Ottawa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 30 June 2025.
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Fri 19/9
1:25 p.m.-4:24 p.m.
1 stop3h 59m
Chicago Midway
Mon 22/9
9:15 a.m.-4:34 p.m.
1 stop6h 19m
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Thu 25/9
10:37 a.m.-12:01 p.m.
Nonstop2h 24m
Chicago O'Hare Intl
Wed 8/10
10:50 a.m.-2:04 p.m.
Nonstop2h 14m
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Thu 18/9
9:05 a.m.-2:55 p.m.
1 stop6h 50m
Chicago O'Hare Intl
Sun 28/9
6:20 p.m.-12:19 a.m.
1 stop4h 59m
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Fri 11/7
3:50 p.m.-11:53 p.m.
1 stop9h 03m
Chicago O'Hare Intl
Sun 13/7
5:05 a.m.-5:15 p.m.
1 stop11h 10m
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Mon 8/9
6:00 a.m.-4:43 p.m.
1 stop11h 43m
Chicago O'Hare Intl
Wed 10/9
5:30 p.m.-4:19 p.m.
2 stops21h 49m
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Wed 30/7
11:00 a.m.-4:24 p.m.
1 stop6h 24m
Chicago Midway
Wed 6/8
11:39 a.m.-6:45 a.m.
2 stops18h 06m
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Fri 19/9
5:55 a.m.-9:44 p.m.
2 stops16h 49m
Chicago Midway
Tue 23/9
1:05 p.m.-12:22 a.m.
2 stops10h 17m
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Tue 12/8
5:55 a.m.-5:47 p.m.
2 stops12h 52m
Chicago Midway
Tue 19/8
12:43 p.m.-12:22 a.m.
2 stops10h 39m
OttawaChicago
YOW - MDW
YOWMDW
Ottawa
Mon 28/7
12:35 p.m.-4:24 p.m.
1 stop4h 49m
OttawaChicago
YOW - ORD
YOWORD
Ottawa
Mon 28/7
4:25 p.m.-10:14 a.m.
1 stop18h 49m
Best time to book a flight from Ottawa to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Ottawa with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Ottawa to Chicago
How far ahead should I book a flight from Ottawa to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Ottawa to Chicago. Price data was last updated on 27 June 2025.
Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from Ottawa to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Ottawa to Chicago?
Currently, January is the cheapest month in which you can book a flight from Ottawa to Chicago (average of C$ 261). Flying from Ottawa to Chicago in March is currently the most expensive (average of C$ 351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YOW to CHI?
Find hourly flight availability from Ottawa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 June 2025.
Unlike in the morning, when flights are generally more expensive, you can save up to 45% on flights from Ottawa to Chicago by exploring options for tickets at noon.
Weekly flight availability from Ottawa to Chicago
Explore weekly flight availability from Ottawa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 30 June 2025.
The most flights from YOW to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Ottawa to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service 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 30 June 2025.
Get a feel of what it's like to fly with Porter Airlines,Delta, andUnited Airlines from Ottawa to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Overall
Food
Comfort
Entertainment
Boarding
Crew
Reviews
Mary,Jun 2025
FLL - YYZ
Related info for your journey
Find useful and relevant information for your journey from Ottawa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Ottawa to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Ottawa to Chicago
Discover the top 3 airlines that operate flights from Ottawa to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 30 June 2025.
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Ottawa to Chicago?
When you search for this flight from Ottawa to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Why should you use Cheapflights to find cheap flight tickets from Ottawa to Chicago?
Cheapflights helps you find that perfect flight to Chicago from Ottawa by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Ottawa to Chicago with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Ottawa to Chicago flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Ottawa to Chicago become cheaper?
Yes, Cheapflights offers price alerts on Ottawa to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.