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Cheap flights from Ottawa to Chicago from C$ 146

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or June, booked 51 days in advance, depart on a Saturday or Friday and return on a Wednesday

Cheap flight deals from Ottawa to Chicago

Enter your travel dates to find the best prices.

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 12 December 2025.

Fri 26/126:50 a.m.YOW - MDW
1 stop4h 15mPorter Airlines
Sun 28/124:15 p.m.MDW - YOW
1 stop5h 14mPorter Airlines
Deal found 10/12C$ 563
Tue 23/128:55 p.m.YOW - ORD
2 stops36h 36mMultiple Airlines
Wed 7/17:30 a.m.ORD - YOW
1 stop15h 55mMultiple Airlines
Deal found 10/12C$ 749
Mon 22/128:40 a.m.YOW - MDW
1 stop7h 40mPorter Airlines
Fri 2/111:00 a.m.MDW - YOW
1 stop5h 29mPorter Airlines
Deal found 10/12C$ 764
Fri 12/127:00 a.m.YOW - ORD
1 stop18h 09mMultiple Airlines
Sun 14/129:14 p.m.ORD - YOW
2 stops26h 11mMultiple Airlines
Deal found 11/12C$ 765
Mon 29/126:50 a.m.YOW - MDW
1 stop4h 15mPorter Airlines
Tue 30/124:15 p.m.MDW - YOW
1 stop5h 14mPorter Airlines
Deal found 10/12C$ 775
Mon 29/129:10 a.m.YOW - ORD
2 stops14h 10mAmerican Airlines
Tue 30/129:45 a.m.ORD - YOW
1 stop6h 06mAmerican Airlines
Deal found 10/12C$ 787
Thu 25/121:20 p.m.YOW - MDW
1 stop27h 00mPorter Airlines
Sun 28/1211:00 a.m.MDW - YOW
1 stop5h 29mPorter Airlines
Deal found 11/12C$ 812
Mon 15/129:35 a.m.YOW - ORD
2 stops30h 37mMultiple Airlines
Mon 22/125:00 a.m.ORD - YOW
1 stop18h 25mMultiple Airlines
Deal found 10/12C$ 815
Fri 19/126:50 a.m.YOW - MDW
1 stop4h 15mPorter Airlines
Fri 2/111:00 a.m.MDW - YOW
1 stop5h 29mPorter Airlines
Deal found 9/12C$ 816
Sat 20/1212:10 p.m.YOW - MDW
1 stop4h 10mPorter Airlines
Fri 26/124:15 p.m.MDW - YOW
1 stop3h 39mPorter Airlines
Deal found 9/12C$ 825
Sun 21/1212:10 p.m.YOW - MDW
1 stop4h 10mPorter Airlines
Sun 28/124:15 p.m.MDW - YOW
1 stop5h 14mPorter Airlines
Deal found 11/12C$ 834
Mon 22/126:50 a.m.YOW - MDW
1 stop4h 15mPorter Airlines
Sun 28/1211:00 a.m.MDW - YOW
1 stop5h 29mPorter Airlines
Deal found 11/12C$ 852

Find 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 12 December 2025.

Round-trip from

C$ 334

One-way from

C$ 146

Popular in

November

Cheapest in

May

Average price

C$ 709

Good round-trip deal

C$ 524 or less

Good one-way deal

C$ 280 or less
25/1-1/2
  • 25/1-1/2
  • 4 total stops
  • 39h 57m total
  • Ottawa to Chicago
Search Deals
11/1
  • 11/1
  • 3 total stops
  • 29h 43m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 146 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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

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 12 December 2025.
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

Fly from

Ottawa

Fly to

Chicago

Route

Depart

Return

Price

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 25/1

4:20 p.m.-7:38 p.m.

3 stops28h 18m

Chicago O'Hare Intl

Sun 1/2

12:44 p.m.-11:58 p.m.

1 stop10h 14m

C$ 343

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 24/1

9:30 a.m.-5:52 p.m.

1 stop9h 22m

Chicago O'Hare Intl

Sat 31/1

5:15 a.m.-12:25 a.m.

1 stop18h 10m

C$ 440

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 25/1

5:40 a.m.-12:46 p.m.

2 stops8h 06m

Chicago Midway

Sun 1/2

1:00 p.m.-11:58 p.m.

1 stop9h 58m

C$ 545

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 26/12

6:50 a.m.-10:05 a.m.

1 stop4h 15m

Chicago Midway

Sun 28/12

4:15 p.m.-10:29 p.m.

1 stop5h 14m

C$ 563

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 2/1

6:50 a.m.-10:10 a.m.

1 stop4h 20m

Chicago Midway

Sun 4/1

4:15 p.m.-8:54 p.m.

1 stop3h 39m

C$ 564

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 14/1

7:00 a.m.-10:05 a.m.

1 stop4h 05m

Chicago Midway

Wed 21/1

11:00 a.m.-5:29 p.m.

1 stop5h 29m

C$ 589

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 6/1

7:00 a.m.-10:10 a.m.

1 stop4h 10m

Chicago Midway

Thu 8/1

11:05 a.m.-5:29 p.m.

1 stop5h 24m

C$ 604

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 2/1

6:50 a.m.-10:07 p.m.

2 stops16h 17m

Chicago O'Hare Intl

Sun 4/1

4:38 p.m.-12:40 p.m.

1 stop19h 02m

C$ 662

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 13/1

5:40 a.m.-1:09 p.m.

2 stops32h 29m

Chicago Midway

Tue 20/1

9:32 a.m.-12:42 a.m.

2 stops14h 10m

C$ 669

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 24/1

3:05 p.m.-3:20 p.m.

1 stop25h 15m

Chicago Midway

Sat 31/1

9:38 a.m.-12:25 a.m.

2 stops13h 47m

C$ 670

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 22 results
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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?

Use this chart to determine the optimal time to book a round-trip flight from Ottawa to Chicago. Price data was last updated on 5 December 2025.

Booking 51 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 C$ 181). Flying from Ottawa to Chicago in December is currently the most expensive (average of C$ 372). 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 12 December 2025.

When flying from Ottawa to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 12 December 2025.

The most flights from YOW to CHI are scheduled on a Tuesday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

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

What’s the top layover airport for flights from Ottawa to Chicago?

Share of one-stop round-trip flights from Ottawa to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YTZ) – chosen by Cheapflights users on 90% of one-stop itineraries from Ottawa to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Ottawa to Chicago?

Average round-trip fare for 1-stop flights from Ottawa to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 444.

What’s the fastest layover option from Ottawa to Chicago?

Shortest average travel time for 1-stop one-way flights from Ottawa to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 4h 20m.

Which airport typically offers the quickest layover for flights from Ottawa to Chicago?

Average layover duration for 1-stop one-way flights from Ottawa to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 1h 19m.

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 12 December 2025.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAir 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.
Porter Airlines
8.0
Very good
397 reviews
Check prices

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Crew

8.6

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
397 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Crew

8.6

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
9,095 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Crew

8.6

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
Air Canada
7.1
Good
10,514 reviews
Porter Airlines
8.0
Very good
397 reviews
Check prices

Food

7.6

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.0

Crew

8.6

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

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?

    Ottawa (YOW), located 10.6 km from the city centre, is the airport you fly out of when you book flights from Ottawa to Chicago. 3 airlines have flights from Ottawa to Chicago on a regular basis. Booking flights from Ottawa to Chicago should not be difficult; the airport handles an average of 10 outbound flights to Chicago per day.

  • How long is the flight from Ottawa to Chicago?

    Departing from Ottawa to Chicago will take you 4h 15m. There are 1048 km between Ottawa and Chicago.

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

    Currently priced at C$ 331, Porter Airlines will fly you from Ottawa to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Air Canada - these airlines can fly you to your destination from C$ 463 and C$ 490, respectively. You may be able to fly from Ottawa to Chicago for 42% less than the average price by searching for these airlines.

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are SkyWest Airlines (100%), ANA (87%) and Avianca (85%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 226. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 334 on average, our data indicates C$ 1,429 when flying from Ottawa to Chicago.

  • 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 C$ 181). Flying from Ottawa to Chicago in December is currently the most expensive (average of C$ 372). 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

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Alternative routes for Ottawa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Ottawa to Champaign flights

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 12 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 331AverageC$ 487FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 464AverageC$ 671FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 502AverageC$ 650FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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.

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