YOW - MDW

C$ 328 Find Cheap Flights from Ottawa to Chicago Midway Airport – Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
C$ 554
Typical prices: C$ 463-C$ 659
Multiple Airlines
Mon 15/10Thu 18/10
YOW - MDW • 2 stops
Cheapest one-way flights
C$ 328
Typical prices: C$ 253-C$ 495
Multiple Airlines
Sat 17/11
YOW - MDW • 2 stops
When to travel
April
Cheapest • 42% price drop
January
Most popular
Good to know
+1
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Ottawa to Midway (YOW-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Ottawa to Midway

Thu, 15 Oct - Sun, 18 Oct
Multiple Airlines Logo
12:25 p.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
23h 35m2 stops Winnipeg Toronto Pearson Intl
Multiple Airlines Logo
3:20 p.m. - 2:55 p.m.MDW  Chicago Midway-YOW Ottawa
22h 35m1 stop Toronto Island
C$ 554Multiple Airlines
Thu, 15 Oct - Sun, 18 Oct
Multiple Airlines Logo
6:50 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
8h 45m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:20 p.m. - 2:55 p.m.MDW  Chicago Midway-YOW Ottawa
22h 35m1 stop Toronto Island
C$ 574Multiple Airlines
Fri, 16 Oct - Mon, 19 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 8:02 p.m.MDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
C$ 612Porter Airlines
Thu, 22 Oct - Sat, 24 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
11:45 a.m. - 7:07 p.m.MDW  Chicago Midway-YOW Ottawa
6h 22m1 stop Toronto Island
C$ 632Porter Airlines
Wed, 7 Oct - Fri, 9 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 9:42 p.m.MDW  Chicago Midway-YOW Ottawa
5h 22m1 stop Toronto Island
C$ 632Porter Airlines
Fri, 16 Oct - Mon, 19 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 9:42 p.m.MDW  Chicago Midway-YOW Ottawa
5h 22m1 stop Toronto Island
C$ 642Porter Airlines
Thu, 15 Oct - Sun, 18 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
11:45 a.m. - 5:52 p.m.MDW  Chicago Midway-YOW Ottawa
5h 07m1 stop Toronto Island
C$ 646Porter Airlines
Fri, 16 Oct - Mon, 19 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 9:42 p.m.MDW  Chicago Midway-YOW Ottawa
5h 22m1 stop Toronto Island
C$ 646Porter Airlines
Fri, 16 Oct - Mon, 19 Oct
Porter Airlines Logo
10:40 a.m. - 2:35 p.m.YOW  Ottawa-MDW Chicago Midway
4h 55m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 9:42 p.m.MDW  Chicago Midway-YOW Ottawa
5h 22m1 stop Toronto Island
C$ 652Porter Airlines
Tue, 20 Oct - Fri, 23 Oct
Porter Airlines Logo
8:00 a.m. - 11:00 a.m.YOW  Ottawa-MDW Chicago Midway
4h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 p.m. - 8:02 p.m.MDW  Chicago Midway-YOW Ottawa
3h 42m1 stop Toronto Island
C$ 653Porter Airlines
Booking Insights

Price, demand, and travel trends for Ottawa to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Ottawa to Chicago Midway Airport with more confidence.

What's the cheapest day of the week to fly from Ottawa to Chicago Midway Airport?

Tuesday is the cheapest day of the week to fly from Ottawa to Chicago Midway Airport and is 20% cheaper than the average day. Friday is the most expensive day with flight prices 12% higher than average. Based on deals found by KAYAK users in the last 12 months.

Find deals

Key details for Ottawa to Chicago Midway Airport flights

Low season

October

Cheapest flight

C$ 328
Flights from Ottawa to Chicago Midway Airport

When to book flights from Ottawa to Midway

Are your dates flexible? Find out the best times to travel from Ottawa to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Ottawa to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which cabin classes can I book on flights from Ottawa to Chicago Midway Airport?

    Only Economy Class is available on flights from Ottawa to Chicago Midway Airport.

  • Do I need a passport to fly from Ottawa to Chicago Midway Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Ottawa to Chicago Midway Airport flight?

    Round-trip flights from Ottawa to Chicago Midway Airport range from C$ 463 to C$ 659, with an average of C$ 573 over the past 12 months. Anything below C$ 463 counts as a good deal.

  • Have flight prices from Ottawa to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 554 to C$ 2,018. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Ottawa to Chicago Midway Airport looking right now?

    One-way fares from Ottawa to Chicago Midway Airport are currently higher than usual. Average one-way flight prices are about C$ 398, which is 14% above the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around C$ 45 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Ottawa to Chicago Midway Airport?

    Flights from Ottawa to Chicago Midway Airport usually depart from Ottawa (YOW) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Ottawa to Chicago Midway Airport pass through?

    Most connecting flights from Ottawa to Chicago Midway Airport pass through Toronto Island (YTZ), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

  • Can I save money by using flexible dates for flights from Ottawa to Chicago Midway Airport?

    Yes. Being flexible with your travel dates can save you up to 29% on the Ottawa to Chicago Midway Airport route. Tuesday is the cheapest departure day at C$ 463 round-trip on average, while Friday is the most expensive at C$ 644, a difference of C$ 181. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Ottawa and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Ottawa (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Ottawa to Chicago Midway Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure instead of Friday. On this route, Tuesday flights average C$ 463 – about C$ 181 less than Friday (28% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Ottawa to Chicago Midway Airport trip for April. Fares historically average C$ 330 round-trip in that month – typically C$ 635 less than the most expensive month, which is November (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Ottawa to Midway

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago