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Cheap flights from Ottawa to Chicago Midway Airport from C$ 309

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 17/8. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
17 Aug — 24 Aug1
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
Explore the most affordable flight options available from Ottawa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 July 2026.

Tue 4/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Wed 12/83:15 p.m.
MDW
-
YOW
1 stop3h 49m
Multiple Airlines
Deal found 13/7C$ 510
Wed 5/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Fri 14/83:15 p.m.
MDW
-
YOW
1 stop3h 49m
Multiple Airlines
Deal found 13/7C$ 520
Thu 6/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Tue 11/83:15 p.m.
MDW
-
YOW
1 stop3h 49m
Multiple Airlines
Deal found 13/7C$ 522
Fri 14/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Sun 16/810:20 a.m.
MDW
-
YOW
1 stop13h 00m
Multiple Airlines
Deal found 15/7C$ 525
Mon 3/88:55 p.m.
YOW
-
MDW
1 stop13h 50m
Porter Airlines
Tue 11/810:25 a.m.
MDW
-
YOW
1 stop6h 29m
Porter Airlines
Deal found 13/7C$ 529
Thu 20/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Sun 23/810:20 a.m.
MDW
-
YOW
1 stop13h 00m
Multiple Airlines
Deal found 17/7C$ 533
Wed 16/96:25 p.m.
YOW
-
MDW
1 stop17h 35m
Multiple Airlines
Mon 21/911:45 a.m.
MDW
-
YOW
1 stop19h 20m
Multiple Airlines
Deal found 13/7C$ 540
Fri 7/88:55 p.m.
YOW
-
MDW
1 stop13h 45m
Porter Airlines
Wed 12/83:15 p.m.
MDW
-
YOW
1 stop3h 49m
Porter Airlines
Deal found 13/7C$ 547
Thu 3/98:00 a.m.
YOW
-
MDW
1 stop4h 00m
Porter Airlines
Mon 7/93:20 p.m.
MDW
-
YOW
1 stop5h 22m
Porter Airlines
Deal found 17/7C$ 565
Tue 4/86:55 a.m.
YOW
-
MDW
1 stop8h 40m
Multiple Airlines
Thu 13/83:15 p.m.
MDW
-
YOW
1 stop8h 05m
Multiple Airlines
Deal found 13/7C$ 578
Thu 13/86:25 p.m.
YOW
-
MDW
1 stop16h 20m
Multiple Airlines
Thu 20/83:15 p.m.
MDW
-
YOW
1 stop8h 05m
Multiple Airlines
Deal found 16/7C$ 582

Find flight deals from Ottawa to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Ottawa (YOW) to Midway (MDW). 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 18 July 2026.

Round-trip from

C$ 510

One-way from

C$ 309

Popular in

January

Cheapest in

February

Average price

C$ 858
Porter Airlines
  • Porter Airlines
  • 4/8-12/8
  • 2 total stops
  • 12h 29m total
  • Ottawa to Chicago
Search Deals
17/8
  • 17/8
  • 1 total stop
  • 21h 10m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Ottawa to Midway 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 18 July 2026.
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 - MDW

YOWMDW

Ottawa

Thu 20/8

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

1 stop8h 40m

Chicago Midway

Sun 23/8

3:15 p.m.-12:20 a.m.

1 stop8h 05m

C$ 569
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 18/8

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

1 stop4h 55m

Chicago Midway

Thu 20/8

3:15 p.m.-8:04 p.m.

1 stop3h 49m

C$ 672

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 17/8

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

1 stop4h 55m

Chicago Midway

Wed 19/8

10:25 a.m.-5:54 p.m.

1 stop6h 29m

C$ 672

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 21/8

7:00 a.m.-2:35 p.m.

1 stop8h 35m

Chicago Midway

Sat 22/8

10:20 a.m.-7:14 p.m.

1 stop7h 54m

C$ 697

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 18/8

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

1 stop4h 55m

Chicago Midway

Sat 22/8

10:20 a.m.-7:14 p.m.

1 stop7h 54m

C$ 708

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 31/8

4:15 p.m.-10:55 a.m.

2 stops19h 40m

Chicago Midway

Thu 3/9

3:20 p.m.-9:44 p.m.

1 stop5h 24m

C$ 726

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Mon 17/8

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

1 stop4h 55m

Chicago Midway

Sun 23/8

3:15 p.m.-9:44 p.m.

1 stop5h 29m

C$ 844

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 20/8

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

1 stop4h 55m

Chicago Midway

Sun 23/8

3:15 p.m.-9:44 p.m.

1 stop5h 29m

C$ 844

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 29/7

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

1 stop4h 55m

Chicago Midway

Sun 2/8

3:15 p.m.-8:04 p.m.

1 stop3h 49m

C$ 914

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 28/7

8:50 p.m.-9:40 a.m.

1 stop13h 50m

Chicago Midway

Sun 2/8

2:48 p.m.-2:55 p.m.

2 stops23h 07m

C$ 1,004

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/7

Showing 1-10 of 19 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
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.

Related info for your journey

Find useful and relevant information for your journey from Ottawa to Midway. 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 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 4h 55m. 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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