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Cheap flights from Ottawa to Chicago from C$ 219

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 22/3. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
11 Feb — 18 Feb1
1 adult

The best prices from Ottawa to Chicago are usually found in April or February, booked 84 days in advance, depart on a Wednesday or Tuesday 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 6 February 2025.

Round-trip from

C$ 408

One-way from

C$ 219

Popular in

November

Cheapest in

April

Average price

C$ 501

Good round-trip deal

C$ 626 or less

Good one-way deal

C$ 280 or less
Porter Airlines
  • Porter Airlines
  • 20/3-23/3
  • 2 total stops
  • 12h 09m total
  • Ottawa to Chicago
22/3
  • 22/3
  • 2 total stops
  • 19h 03m total
  • Ottawa to Chicago
Highest demand for flights based on searches. 7% potential increase in price (C$ 69 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Average for round-trip flights in February 2025
Price to beat on a round-trip flight from Ottawa to Chicago (CHI).
Price to beat on a one-way flight from Ottawa to Chicago (CHI).

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 6 February 2025.

Sun 23/312:45 p.m.YOW - MDW
1 stop4h 55mPorter Airlines
Sun 30/311:15 a.m.MDW - YOW
1 stop6h 19mPorter Airlines
Deal found 6/2C$ 408
Mon 17/28:40 a.m.YOW - MDW
1 stop4h 30mMultiple Airlines
Thu 20/24:04 p.m.MDW - YOW
1 stop21h 16mMultiple Airlines
Deal found 6/2C$ 486
Sun 23/34:25 p.m.YOW - ORD
1 stop15h 39mMultiple Airlines
Sun 30/38:10 p.m.ORD - YOW
2 stops17h 57mMultiple Airlines
Deal found 6/2C$ 486
Sun 16/311:25 a.m.YOW - ORD
Nonstop2h 31mAir Canada
Thu 20/36:13 p.m.ORD - YOW
Nonstop2h 11mAir Canada
Deal found 6/2C$ 534
Wed 7/55:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Fri 16/56:19 p.m.ORD - YOW
Nonstop2h 16mUnited Airlines
Deal found 6/2C$ 604
Fri 9/57:50 a.m.YOW - ORD
1 stop9h 54mWestJet
Mon 19/55:30 p.m.ORD - YOW
1 stop30h 11mWestJet
Deal found 6/2C$ 784
Tue 8/45:55 a.m.YOW - ORD
2 stops11h 16mDelta
Sat 12/47:05 a.m.ORD - YOW
2 stops16h 04mDelta
Deal found 6/2C$ 1,195
Mon 17/28:10 p.m.YOW - MDW
2 stops15h 02mWestJet
Thu 20/21:26 p.m.MDW - YOW
2 stops26h 22mWestJet
Deal found 6/2C$ 1,220
Sat 10/55:55 a.m.YOW - MDW
2 stops12h 08mDelta
Sun 18/59:20 a.m.MDW - YOW
2 stops14h 02mDelta
Deal found 6/2C$ 1,325

Find flights from Ottawa to Chicago within your budget

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 6 February 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 23/3

12:45 p.m.-4:40 p.m.

1 stop4h 55m

Chicago Midway

Sun 30/3

11:15 a.m.-6:34 p.m.

1 stop6h 19m

C$ 408

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 17/2

8:40 a.m.-12:10 p.m.

1 stop4h 30m

Chicago Midway

Thu 20/2

4:04 p.m.-2:20 p.m.

1 stop21h 16m

C$ 486

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 23/3

4:25 p.m.-7:04 a.m.

1 stop15h 39m

Chicago O'Hare Intl

Sun 30/3

8:10 p.m.-3:07 p.m.

2 stops17h 57m

C$ 486

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Sun 16/3

11:25 a.m.-12:56 p.m.

Nonstop2h 31m

Chicago O'Hare Intl

Thu 20/3

6:13 p.m.-9:24 p.m.

Nonstop2h 11m

C$ 534

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 7/5

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

Nonstop2h 29m

Chicago O'Hare Intl

Fri 16/5

6:19 p.m.-9:35 p.m.

Nonstop2h 16m

C$ 604

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Fri 9/5

7:50 a.m.-4:44 p.m.

1 stop9h 54m

Chicago O'Hare Intl

Mon 19/5

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

1 stop30h 11m

C$ 784

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 8/4

5:55 a.m.-4:11 p.m.

2 stops11h 16m

Chicago O'Hare Intl

Sat 12/4

7:05 a.m.-12:09 a.m.

2 stops16h 04m

C$ 1,195

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 17/2

8:10 p.m.-10:12 a.m.

2 stops15h 02m

Chicago Midway

Thu 20/2

1:26 p.m.-4:48 p.m.

2 stops26h 22m

C$ 1,220

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 10/5

5:55 a.m.-5:03 p.m.

2 stops12h 08m

Chicago Midway

Sun 18/5

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

2 stops14h 02m

C$ 1,325

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 28/3

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

1 stop4h 20m

C$ 246

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/2

Showing 1-10 of 16 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.

Travel insights for flights from Ottawa to Chicago

Get recent, data-driven insights about flights from Ottawa to Chicago including ideal travel times, pricing trends, and more.

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 31 January 2025.

Booking 84 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 6 February 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 48% 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 6 February 2025.

The most flights from YOW to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Tuesday, 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 6 February 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.

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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

8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.5

Overall

8.0

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 7 outbound flights to Chicago per day.

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

    Currently priced at C$ 408, 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$ 534 and C$ 618, respectively. You may be able to fly from Ottawa to Chicago for 31% 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), WestJet (C$ 273), and United Airlines (C$ 330).

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (72%), Republic Airways (66%) and United Airlines (64%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 219. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 466 on average our data indicates C$ 1,644 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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