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Cheap flights from Ottawa to Chicago from C$ 240

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 14/2. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — CHI
22 Jan — 29 Jan1
1 adult

The best prices from Ottawa to Chicago are usually found in April or February, booked 84 days in advance, depart on a Thursday or Wednesday 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 17 January 2025.

Round-trip from

C$ 395

One-way from

C$ 240

Popular in

November

Cheapest in

April

Average price

C$ 619
Porter Airlines
  • Porter Airlines
  • 14/2-16/2
  • 2 total stops
  • 10h 44m total
  • Ottawa to Chicago
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Porter Airlines
  • Porter Airlines
  • 14/2
  • 1 total stop
  • 6h 10m total
  • Ottawa to Chicago
Search Deals
High demand for flights, 8% potential price rise
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Best time to find cheap flights, 1% potential price drop
Search Deals
Average for round-trip flights in January 2025
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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 17 January 2025.

Sat 15/29:20 a.m.YOW - MDW
1 stop3h 50mPorter Airlines
Tue 18/21:05 p.m.MDW - YOW
1 stop4h 29mPorter Airlines
Deal found 15/1C$ 410
Thu 6/24:00 p.m.YOW - ORD
2 stops18h 39mMultiple Airlines
Sun 9/26:15 p.m.ORD - YOW
2 stops21h 54mMultiple Airlines
Deal found 16/1C$ 424
Thu 20/26:15 a.m.YOW - ORD
1 stop10h 41mWestJet
Mon 24/24:45 p.m.ORD - YOW
1 stop23h 03mWestJet
Deal found 16/1C$ 516
Fri 21/29:30 a.m.YOW - MDW
2 stops9h 03mMultiple Airlines
Sun 23/21:05 p.m.MDW - YOW
1 stop6h 29mMultiple Airlines
Deal found 16/1C$ 604
Tue 8/45:25 p.m.YOW - ORD
Nonstop2h 29mUnited Airlines
Sat 12/46:19 p.m.ORD - YOW
Nonstop2h 16mUnited Airlines
Deal found 16/1C$ 607
Tue 8/411:00 a.m.YOW - ORD
1 stop4h 50mAir Canada
Sat 12/41:56 p.m.ORD - YOW
Nonstop2h 10mAir Canada
Deal found 16/1C$ 615
Fri 21/25:45 p.m.YOW - MDW
2 stops24h 58mWestJet
Sun 23/26:59 p.m.MDW - YOW
2 stops24h 48mWestJet
Deal found 16/1C$ 1,263
Thu 20/25:55 a.m.YOW - MDW
2 stops8h 10mDelta
Mon 24/29:33 a.m.MDW - YOW
2 stops13h 36mDelta
Deal found 16/1C$ 1,669

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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sat 15/2

9:20 a.m.-12:10 p.m.

1 stop3h 50m

Chicago Midway

Tue 18/2

1:05 p.m.-6:34 p.m.

1 stop4h 29m

C$ 410

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 6/2

4:00 p.m.-9:39 a.m.

2 stops18h 39m

Chicago O'Hare Intl

Sun 9/2

6:15 p.m.-5:09 p.m.

2 stops21h 54m

C$ 424

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Thu 20/2

6:15 a.m.-3:56 p.m.

1 stop10h 41m

Chicago O'Hare Intl

Mon 24/2

4:45 p.m.-4:48 p.m.

1 stop23h 03m

C$ 516

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 21/2

9:30 a.m.-5:33 p.m.

2 stops9h 03m

Chicago Midway

Sun 23/2

1:05 p.m.-8:34 p.m.

1 stop6h 29m

C$ 604

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 8/4

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

Nonstop2h 29m

Chicago O'Hare Intl

Sat 12/4

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

Nonstop2h 16m

C$ 607

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Tue 8/4

11:00 a.m.-2:50 p.m.

1 stop4h 50m

Chicago O'Hare Intl

Sat 12/4

1:56 p.m.-5:06 p.m.

Nonstop2h 10m

C$ 615

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 21/2

5:45 p.m.-5:43 p.m.

2 stops24h 58m

Chicago Midway

Sun 23/2

6:59 p.m.-8:47 p.m.

2 stops24h 48m

C$ 1,263

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 20/2

5:55 a.m.-1:05 p.m.

2 stops8h 10m

Chicago Midway

Mon 24/2

9:33 a.m.-12:09 a.m.

2 stops13h 36m

C$ 1,669

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 14/2

7:00 a.m.-12:10 p.m.

1 stop6h 10m

C$ 240

OttawaChicago

YOW - ORD

YOWORD

Ottawa

Wed 22/1

5:55 a.m.-2:52 p.m.

2 stops33h 57m

C$ 250

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/1

Showing 1-10 of 16 results
1
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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 10 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 17 January 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 14% 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 17 January 2025.

The most flights from YOW to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 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 17 January 2025.
Read reviews from past customers who have flown WestJet, Air Canada 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
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,964 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,824 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,587 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Entertainment

7.9

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 10

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 8 outbound flights to Chicago per day.

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

    Currently priced at C$ 395, 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 WestJet and United Airlines - these airlines can fly you to your destination from C$ 516 and C$ 607, respectively. You may be able to fly from Ottawa to Chicago for 32% 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$ 240), Air Canada (C$ 338), and United Airlines (C$ 365).

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are Avianca (80%), ANA (72%) and Republic Airways (71%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 232. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 418 on average our data indicates C$ 1,646 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.
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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 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 391AverageC$ 568FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 557AverageC$ 757FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 634AverageC$ 850FlexibilityNo 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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