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$186+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Ottawa to Chicago are usually found in April or December, booked 84 days in advance, depart on a Tuesday or Wednesday and return on a Sunday

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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

April

Round-trip from

$344
(Mytrip)

One-way from

$186
(Kiwi.com)
Provider with most accurate pricing for Ottawa-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Ottawa-Chicago (CHI) flights.
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High demand for flights, 17% potential price rise
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Best time to find cheap flights, 25% potential price drop
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From Ottawa to Chicago (CHI)
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One-way flight from Ottawa to Chicago (CHI)
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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 November 20, 2024.

This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/267:00 amYOW - MDW
1 stop4h 30mPorter Airlines
Wed 1/15:35 pmMDW - YOW
1 stop3h 51mPorter Airlines
Deal found 11/19$357
This Mytrip deal was found by Cheapflights users on 11/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1211:50 amYOW - ORD
3 stops18h 40mMultiple Airlines
Sun 12/159:53 pmORD - YOW
1 stop18h 07mMultiple Airlines
Deal found 11/19$386
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:00 amYOW - MDW
1 stop5h 10mMultiple Airlines
Sun 12/155:15 amMDW - YOW
1 stop8h 05mMultiple Airlines
Deal found 11/19$419
This Air Canada deal was found by Cheapflights users on 11/20. 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.
Thu 12/265:30 amYOW - ORD
1 stop4h 27mAir Canada
Mon 1/68:30 pmORD - YOW
1 stop4h 07mAir Canada
Deal found 11/20$425
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/155:00 pmYOW - ORD
Nonstop2h 36mUnited Airlines
Mon 12/167:28 amORD - YOW
Nonstop2h 03mUnited Airlines
Deal found 11/19$472
This FlightHub deal was found by Cheapflights users on 11/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:55 amYOW - ORD
2 stops16h 22mWestJet
Mon 1/610:30 amORD - YOW
2 stops12h 40mWestJet
Deal found 11/19$766
This FlightHub deal was found by Cheapflights users on 11/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/205:55 amYOW - MDW
2 stops13h 37mWestJet
Wed 11/2712:43 pmMDW - YOW
2 stops10h 27mWestJet
Deal found 11/19$772
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:55 amYOW - ORD
2 stops11h 35mDelta
Mon 12/1611:59 amORD - YOW
2 stops11h 11mDelta
Deal found 11/19$815
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:55 amYOW - MDW
2 stops12h 06mDelta
Sun 12/156:00 amMDW - YOW
2 stops17h 10mDelta
Deal found 11/19$850

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 1/9

7:00 am-12:10 pm

1 stop6h 10m

Chicago Midway

Sun 1/12

1:05 pm-8:29 pm

1 stop6h 24m

$344

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 1/13

2:50 pm-12:39 pm

2 stops22h 49m

Chicago O'Hare Intl

Thu 1/16

5:35 am-2:57 pm

1 stop8h 22m

$361

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 2/1

2:45 pm-6:50 pm

1 stop5h 05m

Chicago O'Hare Intl

Wed 2/5

11:35 am-6:58 pm

1 stop6h 23m

$393

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 1/15

6:20 am-8:00 am

Nonstop2h 40m

Chicago O'Hare Intl

Sat 1/18

1:55 pm-5:06 pm

Nonstop2h 11m

$412

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 12/13

7:00 am-11:10 am

1 stop5h 10m

Chicago Midway

Sun 12/15

5:15 am-2:20 pm

1 stop8h 05m

$419

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 1/29

5:55 am-4:13 pm

2 stops11h 18m

Chicago O'Hare Intl

Fri 1/31

1:40 pm-12:10 am

2 stops9h 30m

$523

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 1/13

5:55 am-1:08 pm

2 stops8h 13m

Chicago Midway

Thu 1/16

9:34 am-12:10 am

2 stops13h 36m

$798

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 2/28

8:10 pm-10:16 am

2 stops15h 06m

Chicago Midway

Mon 3/3

12:44 pm-7:19 pm

2 stops29h 35m

$802

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 12/12

5:55 am-4:30 pm

2 stops11h 35m

Chicago O'Hare Intl

Mon 12/16

11:59 am-12:10 am

2 stops11h 11m

$815

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 1/23

4:20 pm-9:39 am

1 stop18h 19m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 17 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 November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 November 15, 2024.

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, September is the cheapest month in which you can book a flight from Ottawa to Chicago (average of $232). Flying from Ottawa to Chicago in June is currently the most expensive (average of $308). 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 November 20, 2024.

It’s typically best to fly out from Ottawa to Chicago in the evening. Doing so could potentially save you 29% 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 November 20, 2024.

The most flights from YOW to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (7 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 November 20, 2024.
Get a feel of what it's like to fly with Air Canada, Delta and United 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.
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

Porter Airlines
7.8
Good
288 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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
8,237 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

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 11 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 $344 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at $393 and $412 round-trip. Porter Airlines is currently priced 14% 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 $201. Air Canada flights start at $228 while deals on United Airlines start at $230 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: GoJet (100%), Avianca (100%), ANA (94%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking for the cheapest flight from Ottawa to Chicago? While on average our users pay $739, our data indicates the cheapest price to be $186. 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, September is the cheapest month in which you can book a flight from Ottawa to Chicago (average of $232). Flying from Ottawa to Chicago in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$266Average$372FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$423Average$554FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$426Average$606FlexibilityNo cancel feeOn-time69%
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