Find flights
When to book
FAQs

Cheap flights from Ottawa to Chicago Midway Airport from C$ 333

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
YOW — MDW
20 Jul — 27 Jul1
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 20 June 2026.

Sat 11/76:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Wed 15/73:20 p.m.
MDW
-
YOW
1 stop3h 44m
Multiple Airlines
Deal found 19/6C$ 532
Sun 12/76:25 p.m.
YOW
-
MDW
1 stop21h 10m
Multiple Airlines
Wed 15/73:20 p.m.
MDW
-
YOW
1 stop3h 44m
Multiple Airlines
Deal found 19/6C$ 541
Sat 11/76:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Tue 14/73:20 p.m.
MDW
-
YOW
1 stop3h 44m
Multiple Airlines
Deal found 19/6C$ 542
Sat 11/76:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Thu 16/710:25 a.m.
MDW
-
YOW
1 stop12h 55m
Multiple Airlines
Deal found 19/6C$ 573
Wed 15/78:00 a.m.
YOW
-
MDW
1 stop7h 35m
Porter Airlines
Sat 18/710:25 a.m.
MDW
-
YOW
1 stop7h 44m
Porter Airlines
Deal found 15/6C$ 593
Fri 10/710:40 a.m.
YOW
-
MDW
1 stop4h 55m
Porter Airlines
Tue 21/73:20 p.m.
MDW
-
YOW
1 stop3h 44m
Porter Airlines
Deal found 15/6C$ 597
Sat 11/710:40 a.m.
YOW
-
MDW
1 stop24h 00m
Porter Airlines
Wed 15/73:20 p.m.
MDW
-
YOW
1 stop3h 44m
Porter Airlines
Deal found 18/6C$ 599
Thu 23/76:25 p.m.
YOW
-
MDW
1 stop21h 10m
Multiple Airlines
Sun 26/73:20 p.m.
MDW
-
YOW
1 stop25h 34m
Multiple Airlines
Deal found 19/6C$ 602
Fri 17/78:00 a.m.
YOW
-
MDW
1 stop7h 35m
Porter Airlines
Tue 21/710:25 a.m.
MDW
-
YOW
1 stop6h 29m
Porter Airlines
Deal found 17/6C$ 604
Mon 6/76:25 p.m.
YOW
-
MDW
1 stop16h 15m
Multiple Airlines
Sat 11/710:25 a.m.
MDW
-
YOW
1 stop7h 44m
Multiple Airlines
Deal found 19/6C$ 607
Sun 12/76:25 p.m.
YOW
-
MDW
1 stop21h 10m
Multiple Airlines
Thu 16/710:25 a.m.
MDW
-
YOW
1 stop6h 29m
Multiple Airlines
Deal found 19/6C$ 619

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 20 June 2026.

Round-trip from

C$ 532

One-way from

C$ 333

Popular in

January

Cheapest in

February

Average price

C$ 763
Porter Airlines
  • Porter Airlines
  • 11/7-15/7
  • 2 total stops
  • 19h 59m total
  • Ottawa to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 10/7
  • 1 total stop
  • 7h 35m total
  • Ottawa to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 94 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (C$ 66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 20 June 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
Quickest round-trip

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 10/7

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

1 stop4h 55m

Chicago Midway

Tue 21/7

3:20 p.m.-8:04 p.m.

1 stop3h 44m

C$ 597

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 18/8

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

1 stop4h 55m

Chicago Midway

Fri 21/8

10:20 a.m.-5:54 p.m.

1 stop6h 34m

C$ 627

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Thu 30/7

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

1 stop4h 55m

Chicago Midway

Wed 5/8

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

1 stop5h 29m

C$ 650

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 11/8

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

1 stop4h 55m

Chicago Midway

Fri 28/8

3:15 p.m.-12:54 p.m.

1 stop20h 39m

C$ 694

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 14/7

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

1 stop4h 55m

Chicago Midway

Wed 15/7

3:20 p.m.-8:04 p.m.

1 stop3h 44m

C$ 698

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 31/7

7:00 a.m.-10:03 p.m.

2 stops16h 03m

Chicago Midway

Tue 4/8

10:20 a.m.-5:54 p.m.

1 stop6h 34m

C$ 720

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Wed 29/7

10:40 a.m.-9:40 a.m.

1 stop24h 00m

Chicago Midway

Sun 2/8

10:20 a.m.-5:54 p.m.

1 stop6h 34m

C$ 770

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Sun 12/7

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

1 stop13h 50m

Chicago Midway

Thu 16/7

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

1 stop5h 24m

C$ 779

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Tue 18/8

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

1 stop4h 55m

Chicago Midway

Mon 24/8

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

1 stop5h 29m

C$ 787

OttawaChicago

YOW - MDW

YOWMDW

Ottawa

Fri 31/7

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

1 stop4h 55m

Chicago Midway

Fri 7/8

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

1 stop3h 49m

C$ 820

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/6

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

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.