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Cheap flights from Ottawa to Chicago Midway Airport from C$ 275

YOW — MDW
21 Sep — 28 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Ottawa to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Ottawa to Midway

Sat 3/109:15 a.m. -
1 stop6h 20m
Mon 5/1011:45 a.m. -
1 stop5h 07m
Deal found 19/8C$ 464
Thu 24/96:55 a.m. -
1 stop8h 40m
Sun 27/911:45 a.m. -
1 stop11h 35m
Deal found 21/8C$ 465
Sun 20/96:55 a.m. -
1 stop8h 40m
Fri 25/93:20 p.m. -
1 stop8h 00m
Deal found 17/8C$ 468
Sat 19/96:55 a.m. -
1 stop8h 40m
Sun 20/93:20 p.m. -
1 stop8h 00m
Deal found 20/8C$ 477
Tue 22/96:25 p.m. -
1 stop17h 35m
Mon 28/93:20 p.m. -
1 stop8h 00m
Deal found 17/8C$ 487
Thu 17/96:55 a.m. -
1 stop8h 40m
Sun 20/93:20 p.m. -
1 stop8h 00m
Deal found 17/8C$ 490
Fri 18/96:25 p.m. -
1 stop17h 35m
Mon 21/93:20 p.m. -
1 stop8h 00m
Deal found 21/8C$ 494
Mon 21/98:00 a.m. -
1 stop4h 00m
Mon 28/911:45 a.m. -
1 stop5h 07m
Deal found 22/8C$ 498
Fri 18/96:25 p.m. -
1 stop17h 35m
Thu 24/93:20 p.m. -
1 stop8h 00m
Deal found 18/8C$ 528
Mon 14/96:55 a.m. -
1 stop8h 40m
Sun 20/93:20 p.m. -
1 stop8h 00m
Deal found 18/8C$ 531
Fri 25/96:55 a.m. -
1 stop8h 40m
Sat 3/103:20 p.m. -
1 stop8h 00m
Deal found 20/8C$ 541

Find flight deals from Ottawa to Midway

Round-trip from

C$ 464

One-way from

C$ 275

Popular in

January

Cheapest in

February

Average price

C$ 766
Porter Airlines
  • Porter Airlines
  • 3/10-5/10
  • 2 total stops
  • 11h 27m total
  • Ottawa to Chicago
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10/9
  • 10/9
  • 1 total stop
  • 8h 40m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
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Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sun 20/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

Chicago Midway

Fri 25/9

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 468

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 19/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

Chicago Midway

Sun 20/9

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 477

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 18/9

6:25 p.m.-11:00 a.m.

1 stop17h 35m

Chicago Midway

Mon 21/9

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 494

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 17/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

Chicago Midway

Sun 20/9

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 504

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Sat 19/9

10:40 a.m.-2:35 p.m.

1 stop4h 55m

Chicago Midway

Tue 22/9

3:20 p.m.-9:42 p.m.

1 stop5h 22m

C$ 649

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 15/10

6:50 a.m.-2:35 p.m.

1 stop8h 45m

Chicago Midway

Mon 19/10

3:20 p.m.-12:20 a.m.

1 stop8h 00m

C$ 714
Quickest round-trip

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Mon 21/9

8:00 a.m.-11:00 a.m.

1 stop4h 00m

Chicago Midway

Tue 22/9

11:45 a.m.-5:52 p.m.

1 stop5h 07m

C$ 855

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Fri 18/9

6:25 p.m.-6:22 p.m.

2 stops24h 57m

Chicago Midway

Thu 24/9

9:29 a.m.-5:35 p.m.

2 stops7h 06m

C$ 999

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 22/10

8:30 a.m.-11:00 a.m.

2 stops27h 30m

Chicago Midway

Sat 24/10

11:45 a.m.-7:07 p.m.

1 stop6h 22m

C$ 1,035
Cheapest one-way

OttawaChicago

YOW Ottawa - MDW Chicago Midway

YOWMDW

Ottawa

Thu 10/9

6:55 a.m.-2:35 p.m.

1 stop8h 40m

C$ 275

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/8

Showing 1-10 of 17 resultsSorted by cheapest first
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Best time to book a flight from Ottawa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Ottawa with our price prediction graph.
Estimated round-trip price

Related info for your journey

  • What airport do you fly from for flights from Ottawa to Chicago Midway?

    Located just 10.6 km from the city centre, Ottawa is the airport most travellers will use when flying to Chicago Midway from Ottawa. Booking flights from Ottawa (YOW) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

  • How long is the flight from Ottawa to Chicago Midway Airport?

    There are many flights that can get you from Ottawa to Chicago Midway Airport in 6h 20m. Fly via Porter Airlines to get the fastest option. There are 1048 km between Ottawa and Chicago Midway Airport.

  • Can I find deals for flights from Ottawa to Midway that include hotel bookings?

    Yes. In addition to deals on Ottawa to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ottawa to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ottawa to Midway.

  • Can I find deals for business class flights from Ottawa to Midway?

    Yes. Cheapflights offers flight deals from Ottawa to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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How does Cheapflights help users find flights from Ottawa to Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from Ottawa today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Ottawa to Midway?

Cheapflights simply makes it quick and affordable to book flights from Ottawa to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Ottawa to Midway with no change fees?

Certainly. Search results for flights to Midway from Ottawa shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Ottawa to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Ottawa today and book when prices fit your budget.

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