Cheap flights from Ottawa to Chicago

Round-trip
Economy
Ottawa (YOW)
Chicago (CHI)
Depart
Return
Any month
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The best prices from Ottawa to Chicago are usually found in August or June, booked 49 days in advance, depart on a Wednesday or Thursday and return on a Thursday

How to find the cheapest flight from
Ottawa (YOW) to Chicago (CHI)

All the information you need to plan the best YOW to CHI flight in 2021: compare Ottawa to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
YOW - CHI
Price
C$ 338 - C$ 434
CHI
Temperature
1 - 29 °C
CHI
Precipitation
17 - 109 mm

Popular in

December

High demand for flights, 10% potential price rise

Cheapest in

August

Best time to find cheap flights, 14% potential price drop

Round-trip from

C$ 338

From Ottawa to Chicago

One-way from

C$ 394

One-way flight from Ottawa to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Ottawa to Chicago?

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 31% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Ottawa to Chicago?

To save on the cost of your flight from Ottawa to Chicago, book at least 46 days before your planned departure. Booking around this time can save you about 63% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 491 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 622.

What is the cheapest month to fly from Ottawa to Chicago?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Ottawa in August are about C$ 392 on average during August, but can be found for as low as C$ 334.

When is the cheapest time to fly from Ottawa to Chicago (YOW - CHI)?

Unlike in the evening, when flights are generally more expensive, you can save up to 24% on flights from Ottawa to Chicago by exploring options for tickets at noon.

Cheap flights from Ottawa to Chicago in September, October 2021

The best prices found for YOW to CHI flights for September, October
15 Oct - 18 Oct
C$ 331pp
YOW
Ottawa
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YOW
Ottawa
29 Oct - 1 Nov
C$ 338pp
YOW
Ottawa
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YOW
Ottawa
9 Oct - 12 Oct
C$ 353pp
YOW
Ottawa
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YOW
Ottawa

Ottawa to Chicago 2021 flight deals

Cheap flights to Chicago from Ottawa found for this year
4 Nov - 6 Nov
C$ 308pp
YOW
Ottawa
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YOW
Ottawa
4 Nov - 6 Nov
C$ 325pp
YOW
Ottawa
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YOW
Ottawa
15 Oct - 18 Oct
C$ 331pp
YOW
Ottawa
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YOW
Ottawa

Direct flights to Chicago from Ottawa

Save time with Ottawa to Chicago direct flight deals
2 Feb - 16 Feb
C$ 480pp
YOW
Ottawa
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YOW
Ottawa
2 Feb - 16 Feb
C$ 481pp
YOW
Ottawa
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YOW
Ottawa
26 Feb - 5 Mar
C$ 493pp
YOW
Ottawa
United Airlines
Direct
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Direct
YOW
Ottawa

Last minute flights from Ottawa to Chicago

Late deals on round-trip flights to Chicago from Ottawa, departing today and this week
25 Sep - 2 Oct
C$ 651pp
YOW
Ottawa
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
YOW
Ottawa
25 Sep - 2 Oct
C$ 664pp
YOW
Ottawa
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YOW
Ottawa
25 Sep - 2 Oct
C$ 674pp
YOW
Ottawa
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
   
2 STOPS
YOW
Ottawa

One-way flights to Chicago from Ottawa

The cheapest one-way flights from Ottawa to Chicago
3:00 a.m. - 5:42 a.m.
Porter Airlines
1 stop
3h 42m
YOW - MDW
Porter Airlines
C$ 394
Travelgenio
10:00 a.m. - 7:32 p.m.
Air Canada
2 stops
10h 32m
YOW - ORD
Air Canada
C$ 398
mytrip.com
2:30 a.m. - 8:47 a.m.
Delta
2 stops
7h 17m
YOW - MDW
Delta
C$ 569
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Ottawa</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Ottawa to Chicago

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. 6 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 0 outbound flights to Chicago per day.

Which airlines flying from Ottawa to Chicago have flexible cancellations due to COVID-19?

Porter Airlines, Air Canada, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Ottawa to Chicago for under C$ 400 on Cheapflights?

Yes, there are multiple flights from Ottawa to Chicago for under C$ 400. The cheapest flight booked recently is on Multiple Airlines for just C$ 308, but on average you can expect to pay C$ 395.

Are there direct flights from Ottawa to Chicago for under C$ 500 on Cheapflights?

Cheapflights has 3 direct flights from Ottawa to Chicago under C$ 500. A good price for a direct flight from Ottawa to Chicago is less than C$ 484.

Are there last-minute flights available from Ottawa to Chicago for under C$ 700?

There are currently 18+ open flights from Ottawa to Chicago within the next 7 days for less than C$ 700.

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

Flying on Porter Airlines is currently your cheapest option to Chicago, with prices starting at C$ 338. Additional round-trip tickets that might be worth considering are offered by Air Canada and United Airlines, with the lowest prices starting at C$ 445 and C$ 480, respectively. Porter Airlines is currently priced 13% below the average price you’ll pay for this route.

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$ 203), Air Canada (C$ 253), and Delta (C$ 295).

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Ottawa?

Information is based on travel restrictions from Ottawa to Chicago

Most visitors from Ottawa need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Ottawa must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Ottawa are not required to quarantine after entering Chicago.

Do I need a test to fly back to Ottawa from Chicago?

Returning to Ottawa from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Ottawa.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Ottawa.

Hide COVID Travel Restrictions for Chicago, IL

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Ottawa to Chicago.
Today's exchange rate
C$ 1 = $0.79
Flight duration from YOW to Chicago
2h 01m
Average temperature for September in Chicago
25.0 °C
Avg rainfall for September in Chicago
60.0 mm

Airports servicing Ottawa

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 6 airlines flying from Ottawa to Chicago

The chart below displays the airlines Cheapflights users travelling from Ottawa to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Porter Airlines
C$ 227 C$ 310 No cancel fee 52%
Search Porter Airlines flights
WestJet
C$ 263 C$ 332 No cancel fee 60%
Search WestJet flights
American Airlines
C$ 197 C$ 336 No cancel fee 71%
Search American Airlines flights
Delta
C$ 148 C$ 343 No cancel fee N/A
Search Delta flights
United Airlines
C$ 275 C$ 404 No cancel fee 69%
Search United Airlines flights
Air Canada
C$ 249 C$ 426 No cancel fee 67%
Search Air Canada flights
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