Find flights
Deals
Airlines

C$ 116+ Cheap flights from Chicago Midway Airport

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/1. 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
22 ene. — 29 ene.1
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 17 enero 2025.

Cheapest airline

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

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 17 enero 2025.

mar. 18/21:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
dom. 23/211:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 15/1C$ 319
jue. 20/21:05 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
dom. 23/211:20 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Deal found 15/1C$ 349
mar. 18/31:16 p.m.MDW - YYC
1 stop8h 18mDelta
mar. 25/37:44 a.m.YYC - MDW
1 stop9h 34mDelta
Deal found 14/1C$ 374
mié. 9/49:09 p.m.MDW - YVR
1 stop26h 41mMultiple Airlines
mié. 16/49:15 a.m.YVR - MDW
1 stop8h 59mMultiple Airlines
Deal found 16/1C$ 378
vie. 7/25:30 a.m.MDW - YTZ
2 stops10h 18mMultiple Airlines
sáb. 8/211:20 a.m.YTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 15/1C$ 378
dom. 2/35:35 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
mar. 11/36:50 a.m.YUL - MDW
1 stop4h 30mPorter Airlines
Deal found 15/1C$ 411
jue. 30/11:05 p.m.MDW - YHZ
1 stop5h 40mPorter Airlines
mié. 5/26:20 a.m.YHZ - MDW
1 stop7h 50mPorter Airlines
Deal found 16/1C$ 425
vie. 7/25:30 a.m.MDW - YYZ
1 stop10h 00mMultiple Airlines
dom. 9/27:40 a.m.YYZ - MDW
1 stop8h 41mMultiple Airlines
Deal found 15/1C$ 430
jue. 30/12:56 p.m.MDW - YEG
2 stops24h 14mMultiple Airlines
lun. 3/212:45 a.m.YEG - MDW
1 stop14h 31mMultiple Airlines
Deal found 15/1C$ 438
vie. 18/47:05 a.m.MDW - YWG
1 stop8h 03mMultiple Airlines
dom. 20/47:30 a.m.YWG - MDW
1 stop9h 31mMultiple Airlines
Deal found 16/1C$ 464
lun. 27/112:43 p.m.MDW - YYC
1 stop11h 12mMultiple Airlines
dom. 2/24:35 p.m.YYC - MDW
1 stop18h 09mMultiple Airlines
Deal found 15/1C$ 467
jue. 13/29:33 a.m.MDW - YYZ
1 stop8h 33mDelta
sáb. 15/21:20 p.m.YYZ - MDW
1 stop3h 49mDelta
Deal found 15/1C$ 469

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 17 enero 2025. 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

mar. 18/2

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

Nonstop1h 42m

Toronto Island

dom. 23/2

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

Nonstop1h 50m

C$ 319

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

jue. 20/2

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

Nonstop1h 42m

Toronto Island

dom. 23/2

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

Nonstop1h 50m

C$ 349

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

mar. 18/3

1:16 p.m.-8:34 p.m.

1 stop8h 18m

Calgary

mar. 25/3

7:44 a.m.-6:18 p.m.

1 stop9h 34m

C$ 374

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

mié. 9/4

9:09 p.m.-9:50 p.m.

1 stop26h 41m

Vancouver Intl

mié. 16/4

9:15 a.m.-8:14 p.m.

1 stop8h 59m

C$ 378

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

vie. 7/2

5:30 a.m.-4:48 p.m.

2 stops10h 18m

Toronto Island

sáb. 8/2

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

Nonstop1h 50m

C$ 378

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

dom. 2/3

5:35 p.m.-10:30 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

mar. 11/3

6:50 a.m.-10:20 a.m.

1 stop4h 30m

C$ 411

ChicagoHalifax

MDW - YHZ

MDWYHZ

Chicago Midway

jue. 30/1

1:05 p.m.-8:45 p.m.

1 stop5h 40m

Halifax Intl

mié. 5/2

6:20 a.m.-12:10 p.m.

1 stop7h 50m

C$ 425

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 7/2

5:30 a.m.-4:30 p.m.

1 stop10h 00m

Toronto Pearson Intl

dom. 9/2

7:40 a.m.-3:21 p.m.

1 stop8h 41m

C$ 430

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

jue. 30/1

2:56 p.m.-2:10 p.m.

2 stops24h 14m

Edmonton

lun. 3/2

12:45 a.m.-4:16 p.m.

1 stop14h 31m

C$ 438

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

vie. 18/4

7:05 a.m.-3:08 p.m.

1 stop8h 03m

Winnipeg

dom. 20/4

7:30 a.m.-5:01 p.m.

1 stop9h 31m

C$ 464

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/1

Showing 1-10 of 60 results
1
2
3
...
6

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: Detroit (144 flights per day), Atlanta (123 flights per day) and New York (84 flights per day).

Toronto

Toronto

From C$ 130

Miami

Miami

From C$ 45

Zacatecas La Calera

Zacatecas La Calera

From C$ 361

Phoenix Sky Harbor Intl

Phoenix Sky Harbor Intl

From C$ 159

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

Toronto

Toronto

From C$ 130

Phoenix Sky Harbor Intl

Phoenix Sky Harbor Intl

From C$ 159

Zacatecas La Calera

Zacatecas La Calera

From C$ 361

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
8,511 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.6

Boarding

8.2

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
8,511 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.6

Boarding

8.2

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
276 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

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

WestJet
7.2
Good
2,824 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Overall

8.0

Comfort

8.0

Entertainment

7.9

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

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

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.

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 17 enero 2025.
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 17 enero 2025.

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

    This month, the top selected destinations from Chicago Midway Airport are Cancún, Atlanta, Las Vegas. 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$ 636 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$ 494

  • 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$ 322 round trip
    Travel from Chicago to Vancouver from C$ 378 round trip
    Travel from Chicago to Calgary from C$ 390 round trip
    Travel from Chicago to Montreal from C$ 404 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

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 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!

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.