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Cheap flights from Ottawa to Chicago from C$ 200

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 18/10. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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

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 11 September 2025.

Round-trip from

C$ 453

One-way from

C$ 200

Popular in

November

Cheapest in

May

Average price

C$ 546

Good round-trip deal

C$ 615 or less

Good one-way deal

C$ 321 or less
United Airlines
  • United Airlines
  • 25/9-29/9
  • Nonstop
  • 4h 41m total
  • Ottawa to Chicago
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WestJet
  • WestJet
  • 18/10
  • 1 total stop
  • 11h 43m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 60 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Ottawa to Chicago (CHI).
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Price to beat on a 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 11 September 2025.

Thu 25/96:33 a.m.YOW - ORD
Nonstop2h 27mUnited Airlines
Mon 29/910:50 a.m.ORD - YOW
Nonstop2h 14mUnited Airlines
Deal found 10/9C$ 453
Sun 19/103:50 p.m.YOW - ORD
1 stop20h 00mMultiple Airlines
Mon 27/108:15 a.m.ORD - YOW
2 stops15h 27mMultiple Airlines
Deal found 9/9C$ 459
Thu 25/96:33 a.m.YOW - ORD
Nonstop2h 27mUnited Airlines
Wed 8/108:50 a.m.ORD - YOW
1 stop4h 23mUnited Airlines
Deal found 10/9C$ 460
Sat 27/95:25 p.m.YOW - ORD
Nonstop2h 29mLufthansa
Mon 29/910:50 a.m.ORD - YOW
Nonstop2h 14mLufthansa
Deal found 11/9C$ 470
Sat 27/95:25 p.m.YOW - ORD
Nonstop2h 29mMultiple Airlines
Mon 29/910:40 a.m.ORD - YOW
1 stop5h 39mMultiple Airlines
Deal found 11/9C$ 473
Wed 24/95:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Sat 27/910:45 a.m.ORD - YOW
1 stop7h 07mUnited Airlines
Deal found 10/9C$ 474
Sat 4/1010:45 a.m.YOW - ORD
2 stops12h 26mMultiple Airlines
Tue 7/106:58 p.m.ORD - YOW
1 stop20h 59mMultiple Airlines
Deal found 11/9C$ 477
Sat 27/98:35 a.m.YOW - ORD
1 stop5h 39mAir Canada
Mon 29/98:25 p.m.ORD - YOW
1 stop4h 09mAir Canada
Deal found 10/9C$ 478
Fri 26/95:50 p.m.YOW - ORD
1 stop6h 40mUnited Airlines
Tue 30/96:06 p.m.ORD - YOW
Nonstop2h 29mUnited Airlines
Deal found 11/9C$ 479
Fri 7/119:30 a.m.YOW - MDW
1 stop13h 50mMultiple Airlines
Mon 10/118:00 a.m.MDW - YOW
1 stop14h 58mMultiple Airlines
Deal found 11/9C$ 482
Tue 7/103:50 p.m.YOW - ORD
1 stop8h 55mMultiple Airlines
Thu 9/101:26 p.m.ORD - YOW
2 stops9h 56mMultiple Airlines
Deal found 11/9C$ 484
Sat 4/104:25 p.m.YOW - MDW
1 stop17h 53mMultiple Airlines
Tue 7/109:35 a.m.MDW - YOW
1 stop7h 34mMultiple Airlines
Deal found 11/9C$ 491

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 11 September 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

Thu 25/9

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Mon 29/9

10:50 a.m.-2:04 p.m.

Nonstop2h 14m

C$ 453

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 25/9

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Wed 8/10

8:50 a.m.-2:13 p.m.

1 stop4h 23m

C$ 460

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 3/10

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Sun 5/10

9:20 p.m.-9:58 a.m.

1 stop11h 38m

C$ 473

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 4/10

5:25 p.m.-6:54 p.m.

Nonstop2h 29m

Chicago O'Hare Intl

Tue 7/10

9:20 p.m.-9:58 a.m.

1 stop11h 38m

C$ 473

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 7/10

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Thu 9/10

6:00 a.m.-11:45 a.m.

1 stop4h 45m

C$ 473

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 24/9

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Sat 27/9

10:45 a.m.-6:52 p.m.

1 stop7h 07m

C$ 474

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 3/10

6:33 a.m.-8:00 a.m.

Nonstop2h 27m

Chicago O'Hare Intl

Mon 6/10

9:20 p.m.-9:58 a.m.

1 stop11h 38m

C$ 474

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 25/9

8:35 a.m.-1:13 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Wed 8/10

9:55 a.m.-5:04 p.m.

1 stop6h 09m

C$ 479

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 26/9

5:50 p.m.-11:30 p.m.

1 stop6h 40m

Chicago O'Hare Intl

Tue 30/9

6:06 p.m.-9:35 p.m.

Nonstop2h 29m

C$ 479

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 4/10

4:25 p.m.-9:18 a.m.

1 stop17h 53m

Chicago Midway

Tue 7/10

9:35 a.m.-6:09 p.m.

1 stop7h 34m

C$ 491

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 36 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 29 August 2025.

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, 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$ 349). 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 11 September 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 11 September 2025.

The most flights from YOW to CHI are scheduled on a Wednesday (12 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 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 93% 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$ 446.

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 46m.

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 31m.

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 11 September 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
7.9
Good
363 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,937 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Entertainment

7.0

Food

7.6

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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 11 outbound flights to Chicago per day.

  • How long is the flight from Ottawa to Chicago?

    Departing from Ottawa to Chicago will take you 2h 27m. There are 1051 km between Ottawa and Chicago. Most flights are nonstop.

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

    Currently priced at C$ 372, 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$ 466 and C$ 505, respectively. You may be able to fly from Ottawa to Chicago for 34% 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 Avianca (89%), ANA (84%) and GoJet (80%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 266. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 406 on average, our data indicates C$ 1,449 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, 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$ 349). 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.
Pearson Intl to O'Hare Intl flights
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Region of Waterloo Intl to O'Hare Intl flights
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Ottawa to Champaign flights
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Kingston to O'Hare Intl flights
Pearson Intl to Moline flights
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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 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 372AverageC$ 503FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 466AverageC$ 689FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 505AverageC$ 652FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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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