Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Ottawa to Chicago from C$ 213

YOW — CHI
12 Dec — 19 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Ottawa to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Ottawa to Chicago

Sat 12/1212:40 p.m. -
1 stop6h 00m
Mon 14/1212:15 p.m. -
1 stop4h 58m
Deal found 8/11C$ 521
Fri 11/1212:15 p.m. -
1 stop6h 25m
Mon 14/1212:15 p.m. -
1 stop4h 58m
Deal found 7/11C$ 541
Sat 5/1212:40 p.m. -
1 stop6h 00m
Mon 7/1212:15 p.m. -
1 stop4h 58m
Deal found 10/11C$ 545
Fri 11/1212:15 p.m. -
1 stop6h 25m
Tue 15/1212:15 p.m. -
1 stop4h 58m
Deal found 11/11C$ 548
Thu 3/1212:15 p.m. -
1 stop6h 25m
Mon 7/1212:15 p.m. -
1 stop4h 58m
Deal found 7/11C$ 549
Thu 3/1212:15 p.m. -
1 stop6h 25m
Sun 6/1212:15 p.m. -
1 stop4h 58m
Deal found 10/11C$ 555
Fri 4/1212:15 p.m. -
1 stop6h 25m
Sun 6/1212:15 p.m. -
1 stop4h 58m
Deal found 10/11C$ 560
Thu 10/1212:15 p.m. -
1 stop6h 25m
Sun 13/1212:15 p.m. -
1 stop4h 58m
Deal found 9/11C$ 572
Tue 15/1212:15 p.m. -
1 stop6h 25m
Wed 16/1212:15 p.m. -
1 stop4h 58m
Deal found 11/11C$ 593
Fri 11/128:00 a.m. -
1 stop10h 16m
Mon 14/125:02 p.m. -
2 stops30h 07m
Deal found 7/11C$ 973
Fri 13/118:00 a.m. -
2 stops10h 47m
Mon 30/118:42 p.m. -
1 stop19h 03m
Deal found 10/11C$ 1,043
Thu 3/128:55 p.m. -
2 stops18h 46m
Sun 6/128:37 p.m. -
1 stop19h 08m
Deal found 10/11C$ 1,055

Find flight deals from Ottawa to Chicago

Round-trip from

C$ 521

One-way from

C$ 213

Popular in

January

Cheapest in

February

Average price

C$ 1,095

Good round-trip deal

C$ 858 or less

Good one-way deal

C$ 529 or less
Porter Airlines
  • Porter Airlines
  • 12/12-14/12
  • 2 total stops
  • 10h 58m total
  • Ottawa to Chicago
Search Deals
Air Canada
  • Air Canada
  • 17/2-31/12
  • 1 total stop
  • 6h 33m total
  • Ottawa to Chicago
Search Deals
High demand for flights, 7% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2026
Search Deals
Price to beat on a round-trip flight from Ottawa to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Ottawa to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Ottawa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 11/1

5:30 a.m.-4:39 p.m.

3 stops36h 09m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 351

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 9/1

7:00 a.m.-4:46 p.m.

3 stops34h 46m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 356

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 30/11

5:30 a.m.-9:35 p.m.

3 stops41h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 363

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sun 10/1

5:30 a.m.-4:46 p.m.

3 stops36h 16m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 364

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 4/1

12:50 p.m.-4:46 p.m.

3 stops28h 56m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 377

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sat 9/1

7:00 a.m.-12:26 a.m.

3 stops18h 26m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 390

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 3/12

3:15 p.m.-4:07 p.m.

2 stops25h 52m

Chicago Midway

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 401

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Sun 10/1

12:00 p.m.-5:30 p.m.

1 stop6h 30m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 411

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Mon 4/1

5:40 p.m.-9:45 p.m.

3 stops29h 05m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 418

OttawaChicago

YOW Ottawa - ORD Chicago O'Hare Intl

YOWORD

Ottawa

Fri 25/12

8:50 p.m.-11:34 a.m.

1 stop15h 44m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 422

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 38 resultsSorted by cheapest first
1
2
3
4

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

Cheapflights Insights

Everything you need to know about your flight from Ottawa to Chicago

What is the cheapest month to book a flight from Ottawa to Chicago?

Currently, February is the cheapest month in which you can book a flight from Ottawa to Chicago (average of C$ 360). Flying from Ottawa to Chicago in October is currently the most expensive (average of C$ 1,074). 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?

When flying from Ottawa to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Ottawa to Chicago

The most flights from YOW to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Ottawa to Chicago?

Airfare is below average for this route at the moment.
Ottawa to Chicago flights typically cost between C$ 651 and C$ 1,112 in December.
The cheapest round-trip price found within the last 5 days was C$ 521 on Porter Airlines (12 Dec-14 Dec).

What’s the top layover airport for flights from Ottawa to Chicago?

Toronto (YTZ) – chosen by Cheapflights users on 77% of one-stop itineraries from Ottawa to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Ottawa to Chicago?

Toronto (YTZ) is the most affordable 1-stop option, with an average round-trip price of C$ 466.

What’s the fastest layover option from Ottawa to Chicago?

Flights via Toronto (YTZ) have the shortest average one-way travel time for 1-stop routes: 4h 00m.

Which airport typically offers the quickest layover for flights from Ottawa to Chicago?

Flights via Toronto (YTZ) offer the fastest connection on this route, with an average layover time of 1h 18m.

Reviews of airlines servicing Chicago

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
8.0
Very good
468 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

6.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Porter Airlines
8.0
Very good
468 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

6.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
United Airlines
7.3
Good
10,481 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

6.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
Air Canada
7.1
Good
11,890 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

6.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.
American Airlines
7.0
Good
12,227 reviews
Porter Airlines
8.0
Very good
468 reviews
Check prices

Food

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

6.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Related info for your journey

  • 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. 1 airline 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.

  • How long is the flight from Ottawa to Chicago?

    Departing from Ottawa to Chicago will take you 2h 44m. There are 1051 km between Ottawa and Chicago. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Ottawa to Chicago round-trip?

    Currently priced at C$ 839, Air Canada will fly you from Ottawa to Chicago and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip.

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

    The top 3 most reliable airlines when flying from Ottawa to Chicago are United Airlines (91%), ANA (91%) and Republic Airways (90%).

  • What are the cheapest flights from Ottawa to Chicago?

    Looking at all options, your cheapest flight can be booked for C$ 352. While the most popular route (Ottawa - Chicago O'Hare Intl) can be booked for C$ 548 on average, our data indicates C$ 1,935 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, February is the cheapest month in which you can book a flight from Ottawa to Chicago (average of C$ 360). Flying from Ottawa to Chicago in October is currently the most expensive (average of C$ 1,074). 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

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Ottawa to Chicago

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 839AverageC$ 1,064FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.