C$ 165+ Cheap flights from Chicago Midway Airport

MDW — YYZ
19 Nov — 26 Nov1
1 adult
1 adult, Economy, 0 bags

Find flights from Midway within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Wed 27/1

10:05 a.m.-1:30 p.m.

1 stop5h 25m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 165

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Thu 31/12

9:58 a.m.-4:28 p.m.

1 stop8h 30m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 183

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Fri 4/12

8:50 p.m.-10:55 p.m.

Nonstop4h 05m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 183

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Thu 3/12

1:40 p.m.-6:00 p.m.

1 stop6h 20m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 185
Quickest round-trip

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Fri 27/11

5:00 a.m.-8:05 a.m.

Nonstop2h 05m

New York LaGuardia

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 189

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Fri 4/12

7:05 p.m.-10:10 p.m.

Nonstop2h 05m

New York LaGuardia

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 189

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Fri 29/1

10:00 a.m.-1:25 p.m.

1 stop5h 25m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 190

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Wed 9/12

1:41 p.m.-8:07 p.m.

1 stop8h 26m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 197

ChicagoLas Vegas

MDW Chicago Midway - LAS Las Vegas Harry Reid Intl

MDWLAS

Chicago Midway

Mon 16/11

5:13 p.m.-11:24 p.m.

1 stop8h 11m

Las Vegas Harry Reid Intl

Wed 31/12

12:00 a.m.-2:00 a.m.

Nonstop0h 00m

C$ 197

ChicagoPhoenix

MDW Chicago Midway - PHX Phoenix Sky Harbor Intl

MDWPHX

Chicago Midway

Fri 27/11

10:05 a.m.-3:30 p.m.

1 stop6h 25m

Phoenix Sky Harbor Intl

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 199

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/10

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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, July is the cheapest month in which you can book a flight from Chicago Midway Airport (average of C$ 233). Flying from Chicago Midway Airport in February will prove the most costly (average of C$ 949). 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 (162 flights per day), Atlanta (113 flights per day) and Orlando (86 flights per day).

Toronto
Toronto
From C$ 226
Detroit
Detroit
From C$ 255
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 140
New York
New York
From C$ 137

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

The cheapest city to fly to from Chicago Midway Airport is New York, with prices starting at C$ 137. Explore other affordable destinations below.

New York
New York
From C$ 137
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From C$ 140
Toronto
Toronto
From C$ 226
Detroit
Detroit
From C$ 255

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, Dallas/Fort Worth Airport. Throughout the year, Atlanta, Orlando Airport, Las Vegas 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$ 137 to Newark Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 678 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 July; 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$ 430 round trip
    Travel from Chicago to Montreal from C$ 439 round trip
    Travel from Chicago to Calgary from C$ 647 round trip
    Travel from Chicago to Vancouver from C$ 736 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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