How long is the flight from Ottawa to Chicago?

Porter Airlines can get you from Ottawa to Chicago in just under 9h 30m. Your travel time can differ by up to . The distance from Ottawa to Chicago is about 651 mi.

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

Our cheapest airline available from Ottawa to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $324 on this airline. An additional option worth looking into is Air Canada, starting at $326. United Airlines is currently priced 20% below the average price you’ll pay for this route.

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.

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).

What are the cheapest flights from Ottawa to Chicago?

Looking for the cheapest flight from Ottawa to Chicago? While on average our users pay $682, our data indicates the cheapest price to be $187. The most popular route (Ottawa - Chicago O'Hare Intl), is priced around $301.

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: ANA (90%), GoJet (88%), Avianca (87%).

Most accurate provider : When it comes to deals on Ottawa-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Ottawa-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 12 daily outbound flights to Chicago from 2 different airlines.

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.

$100+ Flights from Ottawa to Chicago

Q: How much does it cost to fly round-trip from Ottawa to Chicago?

Airfare is below average for this route at the moment. Ottawa to Chicago flights typically cost between $422 and $628 in January. The cheapest round-trip price found within the last 3 days was $269 on Multiple Airlines (Jan 9-Jan 12).

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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.

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or June, booked 22 days in advance, depart on a Saturday or Friday and return on a Thursday

Cheap flight deals from Ottawa to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$269 (Mytrip)
One-way from	$100 (Mytrip)
Popular in	November
Cheapest in	May
Average price	$517
Good round-trip deal	$407 or less
Good one-way deal	$240 or less

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

Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in November 2025

Search Deals

Price to beat on a round-trip flight from Ottawa to Chicago (CHI).

Search Deals

Price to beat on a one-way flight from Ottawa to Chicago (CHI).

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 November 21, 2025.

Mon 12/87:00 amYOW - ORD

1 stop29h 08mMultiple Airlines

Wed 12/105:00 amORD - YOW

1 stop11h 25mMultiple Airlines

Deal found 11/18

$283

Mon 12/87:00 amYOW - ORD

1 stop29h 08mMultiple Airlines

Thu 12/116:15 amORD - YOW

1 stop10h 10mMultiple Airlines

Deal found 11/18

$289

Mon 12/84:15 pmYOW - ORD

1 stop8h 54mMultiple Airlines

Tue 12/97:10 amORD - YOW

1 stop9h 15mMultiple Airlines

Deal found 11/18

$325

Sat 12/139:35 amYOW - ORD

2 stops15h 34mMultiple Airlines

Mon 12/153:26 pmORD - YOW

1 stop24h 59mMultiple Airlines

Deal found 11/20

$326

Fri 12/129:30 amYOW - MDW

1 stop14h 09mMultiple Airlines

Mon 12/153:10 pmMDW - YOW

1 stop25h 03mMultiple Airlines

Deal found 11/20

$334

Sun 12/74:15 pmYOW - ORD

2 stops22h 48mMultiple Airlines

Tue 12/97:10 amORD - YOW

1 stop9h 15mMultiple Airlines

Deal found 11/18

$334

Fri 12/54:20 pmYOW - ORD

1 stop23h 01mMultiple Airlines

Mon 12/87:20 amORD - YOW

1 stop8h 53mMultiple Airlines

Deal found 11/20

$336

Thu 12/49:30 amYOW - ORD

3 stops26h 38mMultiple Airlines

Mon 12/85:00 amORD - YOW

1 stop18h 25mMultiple Airlines

Deal found 11/19

$340

Thu 12/49:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Sun 12/76:37 pmMDW - YOW

2 stops21h 14mMultiple Airlines

Deal found 11/20

$363

Mon 12/89:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Fri 12/123:52 pmMDW - YOW

1 stop24h 21mMultiple Airlines

Deal found 11/20

$371

Mon 12/85:40 amYOW - MDW

1 stop10h 40mMultiple Airlines

Tue 12/97:44 amMDW - YOW

1 stop8h 41mMultiple Airlines

Deal found 11/18

$372

Thu 12/2512:10 pmYOW - MDW

1 stop4h 10mPorter Airlines

Mon 12/294:15 pmMDW - YOW

1 stop3h 39mPorter Airlines

Deal found 11/19

$375

Best flights from Ottawa to Chicago
Discover carefully curated flight deals from Ottawa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 21, 2025.

Wed 1/214:15 pmYOW - ORD

1 stop31h 16mMultiple Airlines

Sun 1/253:05 pmORD - YOW

1 stop25h 20mMultiple Airlines

Deal found 11/21

$284

Mon 3/166:50 amYOW - MDW

1 stop9h 30mPorter Airlines

Wed 3/1811:00 amMDW - YOW

1 stop5h 29mPorter Airlines

Deal found 11/18

$340

Thu 1/87:00 amYOW - ORD

1 stop14h 30mMultiple Airlines

Mon 1/1212:44 pmORD - YOW

1 stop27h 29mMultiple Airlines

Deal found 11/19

$311

Fri 4/104:20 pmYOW - ORD

3 stops25h 58mMultiple Airlines

Mon 4/137:05 amORD - YOW

1 stop9h 20mMultiple Airlines

Deal found 11/19

$322

Thu 12/2512:10 pmYOW - MDW

1 stop4h 10mPorter Airlines

Mon 12/2911:00 amMDW - YOW

1 stop5h 29mPorter Airlines

Deal found 11/20

$384

Sun 1/43:55 pmYOW - ORD

1 stop17h 36mMultiple Airlines

Sun 1/118:27 pmORD - YOW

1 stop19h 46mMultiple Airlines

Deal found 11/20

$322

Sat 12/138:40 amYOW - MDW

1 stop4h 10mPorter Airlines

Sun 12/144:15 pmMDW - YOW

1 stop3h 39mPorter Airlines

Deal found 11/20

$391

Wed 1/218:55 pmYOW - MDW

1 stop14h 15mMultiple Airlines

Sun 1/255:01 pmMDW - YOW

2 stops23h 12mMultiple Airlines

Deal found 11/21

$338

Sat 12/2012:10 pmYOW - MDW

1 stop4h 10mPorter Airlines

Fri 12/264:15 pmMDW - YOW

1 stop5h 14mPorter Airlines

Deal found 11/19

$404

Mon 12/84:15 pmYOW - ORD

2 stops22h 43mMultiple Airlines

Wed 12/105:00 amORD - YOW

1 stop11h 25mMultiple Airlines

Deal found 11/20

$340

Tue 1/63:05 pmYOW - ORD

2 stops18h 26mMultiple Airlines

Sat 1/108:27 pmORD - YOW

1 stop26h 31mMultiple Airlines

Deal found 11/21

$349

Thu 12/410:00 amYOW - ORD

2 stops26h 05mMultiple Airlines

Mon 12/87:20 amORD - YOW

1 stop8h 53mMultiple Airlines

Deal found 11/19

$351

Mon 12/84:15 pmYOW - ORD

1 stop19h 53mMultiple Airlines

Fri 12/121:34 pmORD - YOW

2 stops33h 51mMultiple Airlines

Deal found 11/20

$352

Mon 3/167:00 amYOW - ORD

1 stop17h 41mMultiple Airlines

Wed 3/187:05 amORD - YOW

1 stop16h 20mMultiple Airlines

Deal found 11/18

$355

Thu 1/87:00 amYOW - MDW

1 stop4h 10mMultiple Airlines

Mon 1/124:31 pmMDW - YOW

1 stop23h 42mMultiple Airlines

Deal found 11/20

$356

Mon 12/812:10 pmYOW - ORD

2 stops11h 01mMultiple Airlines

Tue 12/97:10 amORD - YOW

1 stop9h 15mMultiple Airlines

Deal found 11/18

$364

Mon 12/85:40 amYOW - MDW

1 stop10h 40mMultiple Airlines

Tue 12/97:44 amMDW - YOW

1 stop8h 41mMultiple Airlines

Deal found 11/18

$372

Thu 12/49:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Mon 12/88:42 pmMDW - YOW

2 stops19h 43mMultiple Airlines

Deal found 11/19

$392

Fri 12/59:30 amYOW - MDW

1 stop14h 09mMultiple Airlines

Mon 12/88:42 pmMDW - YOW

2 stops19h 43mMultiple Airlines

Deal found 11/20

$393

Mon 12/89:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Wed 12/102:49 pmMDW - YOW

2 stops20h 46mMultiple Airlines

Deal found 11/20

$406

Last-minute flights from Ottawa to Chicago
Discover last-minute flight deals from Ottawa to Chicago. Data last updated November 21, 2025 and is based on user searches.

Thu 12/49:30 amYOW - ORD

3 stops26h 38mMultiple Airlines

Mon 12/85:00 amORD - YOW

1 stop18h 25mMultiple Airlines

Deal found 11/19

$340

Thu 12/49:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Sun 12/76:37 pmMDW - YOW

1 stop21h 36mMultiple Airlines

Deal found 11/20

$363

Fri 12/54:20 pmYOW - ORD

1 stop23h 01mMultiple Airlines

Mon 12/87:20 amORD - YOW

1 stop8h 53mMultiple Airlines

Deal found 11/20

$336

Sun 12/74:15 pmYOW - ORD

2 stops22h 48mMultiple Airlines

Tue 12/97:10 amORD - YOW

1 stop9h 15mMultiple Airlines

Deal found 11/18

$334

Mon 12/87:00 amYOW - ORD

1 stop29h 08mMultiple Airlines

Wed 12/105:00 amORD - YOW

1 stop11h 25mMultiple Airlines

Deal found 11/18

$283

Mon 12/87:00 amYOW - ORD

1 stop29h 08mMultiple Airlines

Thu 12/116:15 amORD - YOW

1 stop10h 10mMultiple Airlines

Deal found 11/18

$289

Mon 12/84:15 pmYOW - ORD

1 stop8h 54mMultiple Airlines

Tue 12/97:10 amORD - YOW

1 stop9h 15mMultiple Airlines

Deal found 11/18

$325

Mon 12/89:30 amYOW - MDW

1 stop13h 28mMultiple Airlines

Fri 12/123:52 pmMDW - YOW

1 stop24h 21mMultiple Airlines

Deal found 11/20

$371

Mon 12/85:40 amYOW - MDW

1 stop10h 40mMultiple Airlines

Tue 12/97:44 amMDW - YOW

1 stop8h 41mMultiple Airlines

Deal found 11/18

$372

Fri 12/129:30 amYOW - MDW

1 stop14h 09mMultiple Airlines

Mon 12/153:10 pmMDW - YOW

1 stop25h 03mMultiple Airlines

Deal found 11/20

$334

Sat 12/139:35 amYOW - ORD

2 stops15h 34mMultiple Airlines

Mon 12/153:26 pmORD - YOW

1 stop24h 59mMultiple Airlines

Deal found 11/20

$326

Thu 12/2512:10 pmYOW - MDW

1 stop4h 10mPorter Airlines

Mon 12/294:15 pmMDW - YOW

1 stop3h 39mPorter Airlines

Deal found 11/19

$375

One-way flights from Ottawa to Chicago
Search for one-way flight options from Ottawa to Chicago. Find affordable one-way fares based on user searches. Data last updated November 21, 2025.

Fri 1/94:20 pmYOW - ORD

3 stops32h 26mMultiple Airlines

Deal found 11/21

$100

Wed 1/74:15 pmYOW - ORD

1 stop29h 15mMultiple Airlines

Deal found 11/20

$152

Mon 12/157:00 amYOW - ORD

1 stop29h 08mMultiple Airlines

Deal found 11/19

$153

Thu 12/114:35 pmYOW - ORD

2 stops23h 22mMultiple Airlines

Deal found 11/19

$169

Sat 12/64:20 pmYOW - ORD

3 stops32h 49mMultiple Airlines

Deal found 11/21

$173

Mon 12/154:35 pmYOW - MDW

2 stops21h 26mMultiple Airlines

Deal found 11/19

$178

Fri 12/123:55 pmYOW - ORD

1 stop24h 02mMultiple Airlines

Deal found 11/19

$180

Tue 1/63:55 pmYOW - ORD

1 stop24h 02mMultiple Airlines

Deal found 11/18

$190

Wed 12/174:20 pmYOW - MDW

1 stop30h 38mMultiple Airlines

Deal found 11/19

$195

Thu 12/255:40 amYOW - MDW

1 stop10h 40mMultiple Airlines

Deal found 11/18

$197

Thu 12/115:40 amYOW - MDW

1 stop10h 40mMultiple Airlines

Deal found 11/19

$199

Fri 12/59:30 amYOW - MDW

1 stop14h 09mMultiple Airlines

Deal found 11/20

$200

Fly from

Fly to

Route

Depart

Return

Price

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 1/21

4:15 pm-10:31 pm

1 stop31h 16m

Chicago O'Hare Intl

Sun 1/25

3:05 pm-5:25 pm

1 stop25h 20m

$284

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 1/8

7:00 am-8:30 pm

1 stop14h 30m

Chicago O'Hare Intl

Mon 1/12

12:44 pm-5:13 pm

1 stop27h 29m

$311

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 4/10

4:20 pm-5:18 pm

3 stops25h 58m

Chicago O'Hare Intl

Mon 4/13

7:05 am-5:25 pm

1 stop9h 20m

$322

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 1/4

3:55 pm-8:31 am

1 stop17h 36m

Chicago O'Hare Intl

Sun 1/11

8:27 pm-5:13 pm

1 stop19h 46m

$322

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 1/21

8:55 pm-10:10 am

1 stop14h 15m

Chicago Midway

Sun 1/25

5:01 pm-5:13 pm

2 stops23h 12m

$338

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 3/16

6:50 am-3:20 pm

1 stop9h 30m

Chicago Midway

Wed 3/18

11:00 am-5:29 pm

1 stop5h 29m

$340

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 12/8

4:15 pm-1:58 pm

2 stops22h 43m

Chicago O'Hare Intl

Wed 12/10

5:00 am-5:25 pm

1 stop11h 25m

$340

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 1/6

3:05 pm-8:31 am

2 stops18h 26m

Chicago O'Hare Intl

Sat 1/10

8:27 pm-11:58 pm

1 stop26h 31m

$349

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 12/4

10:00 am-11:05 am

2 stops26h 05m

Chicago O'Hare Intl

Mon 12/8

7:20 am-5:13 pm

1 stop8h 53m

$351

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 12/8

4:15 pm-11:08 am

1 stop19h 53m

Chicago O'Hare Intl

Fri 12/12

1:34 pm-12:25 am

2 stops33h 51m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 37 results

Compare providers for flights from Ottawa to Chicago

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.

Provider	Price Accuracy	Trust Score*
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Ottawa-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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?

Booking 22 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 $131). Flying from Ottawa to Chicago in March is currently the most expensive (average of $256). 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?

It’s typically best to fly out from Ottawa to Chicago at noon. Doing so could potentially save you 33% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Ottawa to Chicago

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

Peruse reviews from past customers who have flown with Porter Airlines and United Airlines from Ottawa to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

393 reviews

Reviews

1 / 20

8.0

Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Porter Airlines

8.0

Very good

393 reviews

Porter Airlines

8.0

Very good

393 reviews

Reviews

1 / 20

8.0

Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

United Airlines

7.4

Good

9,035 reviews

Porter Airlines

8.0

Very good

393 reviews

Reviews

1 / 20

8.0

Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Related info for your journey

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 12 daily outbound flights to Chicago from 2 different airlines.
How long is the flight from Ottawa to Chicago?
Porter Airlines can get you from Ottawa to Chicago in just under 9h 30m. Your travel time can differ by up to . The distance from Ottawa to Chicago is about 651 mi.
What are the cheapest airlines flying from Ottawa to Chicago round-trip?
Our cheapest airline available from Ottawa to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $324 on this airline. An additional option worth looking into is Air Canada, starting at $326. United Airlines is currently priced 20% below the average price you’ll pay for this route.
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: ANA (90%), GoJet (88%), Avianca (87%).
What are the cheapest flights from Ottawa to Chicago?
Looking for the cheapest flight from Ottawa to Chicago? While on average our users pay $682, our data indicates the cheapest price to be $187. The most popular route (Ottawa - Chicago O'Hare Intl), is priced around $301.
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 $131). Flying from Ottawa to Chicago in March is currently the most expensive (average of $256). 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

Lansing

Hammond

Porter

Benton Harbor

Merrillville

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Top 2 airlines flying from Ottawa to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$324	Average$519	FlexibilityNo cancel fee	On-time69%
Air Canada	Cheapest$326	Average$544	FlexibilityNo cancel fee	On-time67%

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$100+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Ottawa to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or June, booked 22 days in advance, depart on a Saturday or Friday and return on a Thursday

Cheap flight deals from Ottawa to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

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 November 21, 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 November 21, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

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.

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 November 14, 2025.

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

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 21, 2025.

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 21, 2025.

How much does it cost to fly round-trip from Ottawa to Chicago?

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with Porter Airlines and United Airlines from Ottawa to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

How long is the flight from Ottawa to Chicago?

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Alternative routes for Ottawa to Chicago

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Top 2 airlines flying from Ottawa to Chicago

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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 21, 2025.