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C$ 141+ Cheap flights from Chicago Midway Airport

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 14/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — YVR
23 Dec — 30 Dec1
1 adult

What to know about flights from Midway

Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 18 December 2024.

Cheapest airline

Frontier
On average, Frontier currently has the cheapest one-way flight from Chicago Midway.
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Find flights from Midway

Cheapest flights from Midway
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on 18 December 2024.

Sat 11/11:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 24/111:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 18/12C$ 308
Sat 1/211:19 a.m.MDW - YYC
1 stop10h 34mKLM
Sat 8/26:35 a.m.YYC - MDW
1 stop10h 08mKLM
Deal found 17/12C$ 347
Fri 31/112:51 p.m.MDW - YEG
1 stop24h 09mMultiple Airlines
Fri 7/28:35 p.m.YEG - MDW
2 stops25h 54mMultiple Airlines
Deal found 17/12C$ 347
Sat 1/211:19 a.m.MDW - YYC
1 stop10h 34mDelta
Sat 8/26:35 a.m.YYC - MDW
1 stop10h 08mDelta
Deal found 18/12C$ 356
Thu 9/11:05 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Sun 12/111:20 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 17/12C$ 356
Fri 17/16:40 a.m.MDW - YWG
1 stop8h 30mMultiple Airlines
Tue 28/17:30 a.m.YWG - MDW
1 stop8h 46mMultiple Airlines
Deal found 18/12C$ 360
Wed 22/18:01 p.m.MDW - YVR
1 stop17h 14mMultiple Airlines
Tue 28/19:15 p.m.YVR - MDW
2 stops19h 51mMultiple Airlines
Deal found 18/12C$ 366
Fri 31/15:30 a.m.MDW - YYZ
1 stop9h 57mMultiple Airlines
Sun 2/27:45 a.m.YYZ - MDW
1 stop8h 36mMultiple Airlines
Deal found 17/12C$ 390
Sat 1/21:05 p.m.MDW - YUL
1 stop4h 10mPorter Airlines
Sat 8/26:50 a.m.YUL - MDW
1 stop6h 20mPorter Airlines
Deal found 18/12C$ 397
Sat 1/21:05 p.m.MDW - YHZ
1 stop5h 25mPorter Airlines
Sat 8/28:35 a.m.YHZ - MDW
1 stop5h 35mPorter Airlines
Deal found 18/12C$ 397
Thu 16/17:21 p.m.MDW - YYC
1 stop17h 23mMultiple Airlines
Thu 23/19:45 p.m.YYC - MDW
2 stops19h 08mMultiple Airlines
Deal found 17/12C$ 404
Sun 12/11:05 p.m.MDW - YOW
1 stop6h 29mPorter Airlines
Thu 30/19:30 a.m.YOW - MDW
1 stop3h 40mPorter Airlines
Deal found 17/12C$ 413

Find flights from Midway within your budget

Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 18 December 2024. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/1

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

Toronto Island

Fri 24/1

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

C$ 308

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

C$ 347

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

Fri 31/1

12:51 p.m.-12:00 p.m.

1 stop24h 09m

Edmonton

Fri 7/2

8:35 p.m.-11:29 p.m.

2 stops25h 54m

C$ 347

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 1/2

11:19 a.m.-8:53 p.m.

1 stop10h 34m

Calgary

Sat 8/2

6:35 a.m.-5:43 p.m.

1 stop10h 08m

C$ 356

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 9/1

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

Toronto Island

Sun 12/1

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

C$ 356

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 17/1

6:40 a.m.-3:10 p.m.

1 stop8h 30m

Winnipeg

Tue 28/1

7:30 a.m.-4:16 p.m.

1 stop8h 46m

C$ 360

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 22/1

8:01 p.m.-11:15 a.m.

1 stop17h 14m

Vancouver Intl

Tue 28/1

9:15 p.m.-7:06 p.m.

2 stops19h 51m

C$ 366

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/1

5:40 a.m.-1:50 p.m.

1 stop7h 10m

Toronto Pearson Intl

Sun 12/1

7:40 a.m.-3:16 p.m.

1 stop8h 36m

C$ 380

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 1/2

1:05 p.m.-6:15 p.m.

1 stop4h 10m

Montreal Pierre Elliott Trudeau Intl

Sat 8/2

6:50 a.m.-12:10 p.m.

1 stop6h 20m

C$ 397

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

Sat 1/2

1:05 p.m.-8:30 p.m.

1 stop5h 25m

Halifax Intl

Sat 8/2

8:35 a.m.-12:10 p.m.

1 stop5h 35m

C$ 397

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

Showing 1-10 of 60 results
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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
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.

Travel insights for flights from Midway

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

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: Atlanta (95 flights per day), Detroit (84 flights per day) and Orlando (70 flights per day).

Toronto

Toronto

From C$ 120

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From C$ 66

Phoenix Sky Harbor Intl

Phoenix Sky Harbor Intl

From C$ 107

Miami

Miami

From C$ 45

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

The cheapest city to fly to from Chicago Midway Airport is Miami, with prices starting at C$ 64. Explore other affordable destinations below.

Miami

Miami

From C$ 45

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From C$ 66

Phoenix Sky Harbor Intl

Phoenix Sky Harbor Intl

From C$ 107

Toronto

Toronto

From C$ 120

Airline reviews for flights from Midway

Get insights into the airlines that provide service from Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Midway. In the last 7 days, Cheapflights users made a total of 629,999 searches.
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,604 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.3
Good
2,818 reviews
Delta
8.0
Very good
8,604 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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Alternate flight departure points to Midway

Consider leaving from one of these other departure points that are located a short distance from Midway. Flight origins were last updated on 18 December 2024.
Flights from St. Louis
Flights from O'Hare Intl
Flights from Evansville
Flights from Belleville
Flights from Bloomington
Flights from Peoria
Flights from Champaign
Flights from Moline
Flights from Dubuque
Flights from Springfield

Related info for your journey

Access useful and relevant information related to your journey from Midway. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 18 December 2024.

  • 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, Miami, Orlando Airport. Throughout the year, Las Vegas, Atlanta, 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$ 64 to Miami (prices may vary depending on the airline and departure time). On average, users have booked flights for C$ 334 to fly from Chicago Midway Airport.

  • What is the cheapest premium economy flight from Chicago Midway Airport?

    Options for some of the cheapest premium economy flights from Chicago Midway Airport we have found on Cheapflights are as follows:
    Fly from Chicago Midway to Detroit Metropolitan Wayne County Airport starting at C$ 491

  • 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 Calgary from C$ 306 round trip
    Travel from Chicago to Toronto from C$ 314 round trip
    Travel from Chicago to Vancouver from C$ 377 round trip
    Travel from Chicago to Montreal from C$ 388 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!

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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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