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Cheap flights from Ottawa to Chicago from C$ 226

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 19/5. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
16 Apr — 23 Apr1
1 adult

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in May or April, booked 65 days in advance, depart on a Tuesday or Friday and return on a Tuesday

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 April 2025.

Round-trip from

C$ 414

One-way from

C$ 226

Popular in

November

Cheapest in

May

Average price

C$ 555

Good round-trip deal

C$ 610 or less

Good one-way deal

C$ 326 or less
Porter Airlines
  • Porter Airlines
  • 29/4-6/5
  • 2 total stops
  • 10h 13m total
  • Ottawa to Chicago
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Porter Airlines
  • Porter Airlines
  • 19/5
  • 1 total stop
  • 5h 19m total
  • Ottawa to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (C$ 53 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 13 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 2025.

Tue 29/47:00 a.m.YOW - MDW
1 stop4h 20mPorter Airlines
Tue 6/59:40 a.m.MDW - YOW
1 stop5h 53mPorter Airlines
Deal found 10/4C$ 414
Tue 29/49:50 a.m.YOW - ORD
1 stop9h 27mMultiple Airlines
Tue 6/55:55 a.m.ORD - YOW
1 stop13h 11mMultiple Airlines
Deal found 10/4C$ 484
Fri 23/56:40 a.m.YOW - ORD
Nonstop2h 22mAir Canada
Sun 25/510:56 a.m.ORD - YOW
Nonstop2h 08mAir Canada
Deal found 10/4C$ 609
Sat 21/65:25 p.m.YOW - ORD
Nonstop2h 28mUnited Airlines
Tue 24/66:00 a.m.ORD - YOW
1 stop7h 27mUnited Airlines
Deal found 9/4C$ 628
Sun 4/55:55 a.m.YOW - ORD
2 stops15h 50mWestJet
Sat 10/55:15 p.m.ORD - YOW
2 stops30h 07mWestJet
Deal found 10/4C$ 656
Tue 22/47:00 a.m.YOW - MDW
1 stop4h 20mMultiple Airlines
Wed 23/411:15 a.m.MDW - YOW
1 stop11h 54mMultiple Airlines
Deal found 10/4C$ 755
Tue 29/45:55 a.m.YOW - MDW
2 stops12h 24mWestJet
Tue 6/510:20 a.m.MDW - YOW
2 stops13h 02mWestJet
Deal found 10/4C$ 758
Wed 2/75:55 a.m.YOW - MDW
2 stops13h 46mDelta
Sun 6/79:24 a.m.MDW - YOW
2 stops13h 58mDelta
Deal found 10/4C$ 1,247

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 April 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 - MDW

YOWMDW

Ottawa

Tue 29/4

7:00 a.m.-10:20 a.m.

1 stop4h 20m

Chicago Midway

Tue 6/5

9:40 a.m.-4:33 p.m.

1 stop5h 53m

C$ 414

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 29/4

9:50 a.m.-6:17 p.m.

1 stop9h 27m

Chicago O'Hare Intl

Tue 6/5

5:55 a.m.-8:06 p.m.

1 stop13h 11m

C$ 484

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 23/5

6:40 a.m.-8:02 a.m.

Nonstop2h 22m

Chicago O'Hare Intl

Sun 25/5

10:56 a.m.-2:04 p.m.

Nonstop2h 08m

C$ 609

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sat 21/6

5:25 p.m.-6:53 p.m.

Nonstop2h 28m

Chicago O'Hare Intl

Tue 24/6

6:00 a.m.-2:27 p.m.

1 stop7h 27m

C$ 628

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 4/5

5:55 a.m.-8:45 p.m.

2 stops15h 50m

Chicago O'Hare Intl

Sat 10/5

5:15 p.m.-12:22 a.m.

2 stops30h 07m

C$ 656

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 22/4

7:00 a.m.-10:20 a.m.

1 stop4h 20m

Chicago Midway

Wed 23/4

11:15 a.m.-12:09 a.m.

1 stop11h 54m

C$ 755

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 29/4

5:55 a.m.-5:19 p.m.

2 stops12h 24m

Chicago Midway

Tue 6/5

10:20 a.m.-12:22 a.m.

2 stops13h 02m

C$ 758

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 2/7

5:55 a.m.-6:41 p.m.

2 stops13h 46m

Chicago Midway

Sun 6/7

9:24 a.m.-12:22 a.m.

2 stops13h 58m

C$ 1,247

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 19/5

12:35 p.m.-4:54 p.m.

1 stop5h 19m

C$ 226

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 19/5

4:25 p.m.-11:32 p.m.

1 stop8h 07m

C$ 303

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 15 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 4 April 2025.

Booking 65 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$ 355). 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 April 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 46% 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 April 2025.

The most flights from YOW to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Sunday, 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 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 April 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Ottawa to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
8.0
Very good
280 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Delta
8.0
Very good
7,911 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
United Airlines
7.4
Good
8,636 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,802 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Air Canada
7.0
Good
9,085 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Entertainment

6.9

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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.

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

    Currently priced at C$ 414, 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 Air Canada and United Airlines - these airlines can fly you to your destination from C$ 609 and C$ 628, respectively. You may be able to fly from Ottawa to Chicago for 29% less than the average price by searching for these airlines.

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

    The cheapest airlines for a one-way flight from Ottawa to Chicago are Porter Airlines (C$ 226), Air Canada (C$ 348), and United Airlines (C$ 359).

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (84%), ANA (80%) and Republic Airways (79%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 223. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 484 on average our data indicates C$ 1,422 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$ 355). 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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Toronto Island to Midway flights
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Ottawa to St. Louis flights
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London to O'Hare Intl flights
Sudbury to O'Hare Intl flights
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Pearson Intl to Peoria flights
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Ottawa to Champaign flights
Pearson Intl to Bloomington 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 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 382AverageC$ 572FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 589AverageC$ 739FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 619AverageC$ 808FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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