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C$ 154+ Cheap flights from Chicago Midway Airport

MDW — YTZ
19 Sep — 26 Sep1
1 adult
1 adult, Economy, 0 bags

Find flights from Midway within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 23/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Fri 25/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 339

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 16/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sun 20/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 339

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Mon 28/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Tue 29/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 339

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Mon 14/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Wed 16/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 339

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sat 12/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Wed 16/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 339

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 9/9

5:37 p.m.-10:59 p.m.

1 stop4h 22m

Toronto Pearson Intl

Sat 12/9

12:08 p.m.-4:57 p.m.

1 stop5h 49m

C$ 386

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Mon 7/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Fri 11/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 406

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Tue 22/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Wed 23/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 415

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Wed 30/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Thu 1/10

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 415

ChicagoToronto

MDW Chicago Midway - YTZ Toronto Island

MDWYTZ

Chicago Midway

Sat 3/10

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sat 10/10

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 449

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Midway

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

Travel insights for flights from Midway

Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport (average of C$ 271). Flying from Chicago Midway Airport in February will prove the most costly (average of C$ 909). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Chicago Midway Airport?

From Chicago Midway Airport you can expect to find greater availability for the following destinations: Detroit (208 flights per day), Atlanta (155 flights per day) and Minneapolis (101 flights per day).

Toronto
Toronto
From C$ 120
Dallas/Fort Worth
Dallas/Fort Worth
From C$ 65
New York
New York
From C$ 134
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 225

What is the cheapest place to fly to from Chicago Midway Airport?

The cheapest city to fly to from Chicago Midway Airport is Dallas/Fort Worth, with prices starting at C$ 65. Explore other affordable destinations below.

Dallas/Fort Worth
Dallas/Fort Worth
From C$ 65
Toronto
Toronto
From C$ 120
New York
New York
From C$ 134
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 225

Browse thousands of different options on Cheapflights for your next trip

Alternate flight departure points to Midway

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Flights from Springfield

Related info for your journey

  • What are the most popular destinations to fly to from Chicago Midway Airport?

    This month, the top selected destinations from Chicago Midway Airport are Atlanta, Las Vegas, Orlando Airport. Throughout the year, Atlanta, Las Vegas, Orlando Airport are some of the top choices made by users flying from Chicago Midway Airport.

  • What is the cheapest flight from Chicago Midway Airport to anywhere?

    Users have flown out of Chicago Midway Airport for as low as C$ 65 to Dallas/Fort Worth Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 337 to fly from Chicago Midway Airport.

  • What is the cheapest month to fly from Chicago Midway Airport?

    At the present moment the cheapest month to fly from Chicago Midway Airport is currently April; with February being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Chicago Midway Airport?

    Check out the cheapest flights from Chicago Midway Airport to embark to:
    Travel from Chicago to Toronto from C$ 255 round trip
    Travel from Chicago to Montreal from C$ 418 round trip
    Travel from Chicago to Calgary from C$ 481 round trip
    Travel from Chicago to Vancouver from C$ 679 round trip

  • How does Cheapflights help users find flights from Midway?

    Deals for flights from Midway are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

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

    Cheapflights helps you find that perfect flight from Midway by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

  • Can Cheapflights find flights from Midway with no change fees?

    Yes! Cheapflights helps users easily find flights from Midway with no change fees.

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

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Midway?

Deals for flights from Midway are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

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

Cheapflights helps you find that perfect flight from Midway by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Midway with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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