HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$154+ Cheap flights from Ottawa (YOW) to Chicago (CHI)

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Ottawa to Chicago with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Ottawa to Chicago are usually found in April or February, booked 84 days in advance, depart on a Wednesday or Tuesday and return on a Saturday

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 January 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Trip.com)

One-way from

$154
(Mytrip)

Popular in

November

Cheapest in

April

Average price

$424
Provider with most accurate pricing for Ottawa-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Ottawa-Chicago (CHI) flights.
Search Deals
From Ottawa to Chicago (CHI)
Search Deals
One-way flight from Ottawa to Chicago (CHI)
Search Deals
High demand for flights, 8% potential price rise
Search Deals
Best time to find cheap flights, 1% potential price drop
Search Deals
Average for round-trip flights in January 2025
Search Deals

Find flight deals from Ottawa to Chicago

Cheapest flights from Ottawa to Chicago
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 January 21, 2025.

This Trip.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/98:35 amYOW - MDW
1 stop4h 35mPorter Airlines
Thu 2/131:05 pmMDW - YOW
1 stop6h 29mPorter Airlines
Deal found 1/19$244
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/44:15 pmYOW - ORD
1 stop21h 42mMultiple Airlines
Tue 2/115:35 amORD - YOW
1 stop8h 22mMultiple Airlines
Deal found 1/20$282
This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/611:25 amYOW - ORD
Nonstop2h 31mUnited Airlines
Thu 3/131:58 pmORD - YOW
Nonstop2h 08mUnited Airlines
Deal found 1/20$422
This Trip.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/65:15 pmYOW - ORD
1 stop20h 24mWestJet
Mon 6/95:30 pmORD - YOW
1 stop20h 26mWestJet
Deal found 1/20$425
This Air Canada deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:33 amYOW - ORD
Nonstop2h 29mAir Canada
Sat 4/123:35 pmORD - YOW
1 stop5h 37mAir Canada
Deal found 1/20$428
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/178:40 amYOW - MDW
2 stops9h 53mMultiple Airlines
Mon 2/241:05 pmMDW - YOW
1 stop4h 29mMultiple Airlines
Deal found 1/20$435
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/45:55 amYOW - ORD
2 stops15h 00mDelta
Tue 2/117:40 pmORD - YOW
2 stops27h 29mDelta
Deal found 1/20$717
This WestJet deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/37:15 pmYOW - MDW
2 stops27h 32mWestJet
Mon 7/79:20 amMDW - YOW
2 stops14h 21mWestJet
Deal found 1/20$806
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/155:55 amYOW - MDW
2 stops12h 08mDelta
Sun 5/259:20 amMDW - YOW
2 stops14h 02mDelta
Deal found 1/20$1,214

Find flights from Ottawa to Chicago within your budget

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 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 2/9

8:35 am-12:10 pm

1 stop4h 35m

Chicago Midway

Thu 2/13

1:05 pm-8:34 pm

1 stop6h 29m

$244

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 2/4

4:15 pm-12:57 pm

1 stop21h 42m

Chicago O'Hare Intl

Tue 2/11

5:35 am-2:57 pm

1 stop8h 22m

$282

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 3/6

11:25 am-12:56 pm

Nonstop2h 31m

Chicago O'Hare Intl

Thu 3/13

1:58 pm-5:06 pm

Nonstop2h 08m

$422

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 6/6

5:15 pm-12:39 pm

1 stop20h 24m

Chicago O'Hare Intl

Mon 6/9

5:30 pm-2:56 pm

1 stop20h 26m

$425

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 4/8

6:33 am-8:02 am

Nonstop2h 29m

Chicago O'Hare Intl

Sat 4/12

3:35 pm-10:12 pm

1 stop5h 37m

$428

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 2/17

8:40 am-5:33 pm

2 stops9h 53m

Chicago Midway

Mon 2/24

1:05 pm-6:34 pm

1 stop4h 29m

$435

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 2/4

5:55 am-7:55 pm

2 stops15h 00m

Chicago O'Hare Intl

Tue 2/11

7:40 pm-12:09 am

2 stops27h 29m

$717

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 7/3

7:15 pm-9:47 pm

2 stops27h 32m

Chicago Midway

Mon 7/7

9:20 am-12:41 am

2 stops14h 21m

$806

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 5/15

5:55 am-5:03 pm

2 stops12h 08m

Chicago Midway

Sun 5/25

9:20 am-12:22 am

2 stops14h 02m

$1,214

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 2/19

9:20 am-11:58 pm

1 stop15h 38m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 16 results
1
2

Compare providers for flights from Ottawa to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Ottawa to Chicago in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Ottawa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ottawa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ottawa-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Ottawa-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Ottawa-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Ottawa to Chicago

Get recent, data-driven insights about flights from Ottawa to Chicago including ideal travel times, pricing trends, and more.

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 January 17, 2025.

Booking 84 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, August is the cheapest month in which you can book a flight from Ottawa to Chicago (average of $245). Flying from Ottawa to Chicago in March is currently the most expensive (average of $320). 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 January 21, 2025.

It’s typically best to fly out from Ottawa to Chicago in the evening. Doing so could potentially save you 28% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 January 21, 2025.

The most flights from YOW to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 January 21, 2025.
Get a feel of what it's like to fly with WestJet, Delta and Air Canada 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.
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,828 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,627 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What airport do you fly from for flights from Ottawa to Chicago?

    Located just 6.6 mi from the city center, Ottawa is the airport most travelers will use when flying to Chicago from Ottawa. Booking flights from Ottawa (YOW) to Chicago should be relatively easy as there are 8 daily outbound flights to Chicago from 3 different airlines.

  • What are the cheapest airlines flying from Ottawa to Chicago round-trip?

    Our cheapest airline available from Ottawa to Chicago is Porter Airlines. Our recent data shows that you can find tickets from as low as $244 on this airline. Additional options worth looking into are United Airlines and WestJet, starting at $422 and $425 round-trip. Porter Airlines is currently priced 40% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Ottawa to Chicago one-way?

    To fly one-way, consider booking your trip with Porter Airlines, which is currently one of the cheapest options available, starting at $157. United Airlines flights start at $235 while deals on Air Canada start at $240 one-way.

  • What are the most reliable airlines from Ottawa to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Ottawa to Chicago on time: Avianca (80%), ANA (72%), Republic Airways (71%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking for the cheapest flight from Ottawa to Chicago? While on average our users pay $776, our data indicates the cheapest price to be $227. The most popular route (Ottawa - Chicago O'Hare Intl), is priced around $361.

  • Can I find deals for flights from Ottawa to Chicago that include hotel bookings?

    Yes. In addition to deals on Ottawa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ottawa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ottawa to Chicago.

  • Can I find deals for business class flights from Ottawa to Chicago?

    Yes. Cheapflights offers flight deals from Ottawa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Ottawa to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Ottawa to Chicago (average of $245). Flying from Ottawa to Chicago in March is currently the most expensive (average of $320). 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.

See more FAQs

Traveling to a place near Ottawa?

Book flights to Ottawa if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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.

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 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$272Average$433FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$406Average$547FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$423Average$554FlexibilityNo cancel feeOn-time67%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.