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Cheap flights from Ottawa to Chicago from C$ 242

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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Ottawa to Chicago are usually found in April or May, booked 28 days in advance, depart on a Tuesday or Saturday 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 25 March 2025.

Round-trip from

C$ 461

One-way from

C$ 242

Popular in

November

Cheapest in

April

Average price

C$ 617

Good round-trip deal

C$ 608 or less

Good one-way deal

C$ 351 or less
Porter Airlines
  • Porter Airlines
  • 14/5-26/5
  • 2 total stops
  • 11h 12m total
  • Ottawa to Chicago
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Porter Airlines
  • Porter Airlines
  • 7/5
  • 1 total stop
  • 7h 39m total
  • Ottawa to Chicago
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Highest demand for flights based on searches. 6% potential increase in price (C$ 59 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 15 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Wed 14/512:35 p.m.YOW - MDW
1 stop5h 19mPorter Airlines
Mon 26/59:40 a.m.MDW - YOW
1 stop5h 53mPorter Airlines
Deal found 24/3C$ 461
Mon 5/54:10 p.m.YOW - ORD
1 stop15h 53mMultiple Airlines
Sat 10/59:08 p.m.ORD - YOW
1 stop17h 48mMultiple Airlines
Deal found 24/3C$ 520
Fri 18/45:55 a.m.YOW - MDW
1 stop11h 45mMultiple Airlines
Tue 22/411:15 a.m.MDW - YOW
1 stop11h 54mMultiple Airlines
Deal found 24/3C$ 534
Wed 14/511:05 a.m.YOW - ORD
1 stop4h 50mAir Canada
Mon 26/58:40 a.m.ORD - YOW
1 stop4h 05mAir Canada
Deal found 23/3C$ 576
Thu 1/55:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Sun 4/57:00 a.m.ORD - YOW
1 stop6h 27mUnited Airlines
Deal found 24/3C$ 632
Sun 4/55:55 a.m.YOW - ORD
2 stops11h 15mWestJet
Sat 10/55:30 p.m.ORD - YOW
1 stop30h 11mWestJet
Deal found 24/3C$ 699
Wed 14/55:55 a.m.YOW - ORD
2 stops11h 35mDelta
Mon 26/59:00 a.m.ORD - YOW
2 stops14h 22mDelta
Deal found 23/3C$ 1,027
Fri 16/55:55 a.m.YOW - MDW
2 stops13h 50mDelta
Tue 20/59:20 a.m.MDW - YOW
2 stops14h 02mDelta
Deal found 24/3C$ 1,046
Fri 13/66:00 a.m.YOW - MDW
2 stops12h 45mWestJet
Mon 16/69:21 a.m.MDW - YOW
2 stops14h 20mWestJet
Deal found 24/3C$ 1,175

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 25 March 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

Wed 14/5

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

1 stop5h 19m

Chicago Midway

Mon 26/5

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

1 stop5h 53m

C$ 461

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Mon 5/5

4:10 p.m.-7:03 a.m.

1 stop15h 53m

Chicago O'Hare Intl

Sat 10/5

9:08 p.m.-3:56 p.m.

1 stop17h 48m

C$ 520

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 18/4

5:55 a.m.-4:40 p.m.

1 stop11h 45m

Chicago Midway

Tue 22/4

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

1 stop11h 54m

C$ 534

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 14/5

11:05 a.m.-2:55 p.m.

1 stop4h 50m

Chicago O'Hare Intl

Mon 26/5

8:40 a.m.-1:45 p.m.

1 stop4h 05m

C$ 576

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 1/5

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

Nonstop2h 29m

Chicago O'Hare Intl

Sun 4/5

7:00 a.m.-2:27 p.m.

1 stop6h 27m

C$ 632

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 4/5

5:55 a.m.-4:10 p.m.

2 stops11h 15m

Chicago O'Hare Intl

Sat 10/5

5:30 p.m.-12:41 a.m.

1 stop30h 11m

C$ 699

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 14/5

5:55 a.m.-4:30 p.m.

2 stops11h 35m

Chicago O'Hare Intl

Mon 26/5

9:00 a.m.-12:22 a.m.

2 stops14h 22m

C$ 1,027

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 16/5

5:55 a.m.-6:45 p.m.

2 stops13h 50m

Chicago Midway

Tue 20/5

9:20 a.m.-12:22 a.m.

2 stops14h 02m

C$ 1,046

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 13/6

6:00 a.m.-5:45 p.m.

2 stops12h 45m

Chicago Midway

Mon 16/6

9:21 a.m.-12:41 a.m.

2 stops14h 20m

C$ 1,175

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 7/5

10:15 a.m.-4:54 p.m.

1 stop7h 39m

C$ 242

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

Showing 1-10 of 17 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 21 March 2025.

Booking 28 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 25 March 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.

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 25 March 2025.
Read reviews from past customers who have flown Delta, Porter Airlines and United Airlines from Ottawa to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Porter Airlines
7.9
Good
275 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
8,957 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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?

    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.

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

    Currently priced at C$ 461, 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$ 576 and C$ 632, respectively. You may be able to fly from Ottawa to Chicago for 23% 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$ 242), Air Canada (C$ 344), and WestJet (C$ 362).

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are ANA (81%), GoJet (80%) and Avianca (80%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 217. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 474 on average our data indicates C$ 1,896 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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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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 390AverageC$ 581FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 600AverageC$ 760FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 632AverageC$ 823FlexibilityNo 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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