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Midway

$89+ Cheap flights from Phoenix to Midway (MDW)

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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Phoenix to Chicago Midway are usually found in September or October, booked 55 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Cheap flight deals from Phoenix to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Phoenix (PH1) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$137
(Cheapflightsfares)

One-way from

$89
(Frontier)

Popular in

March

Cheapest in

September

Average price

$194
From Phoenix to Chicago Midway
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One-way flight from Phoenix to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Phoenix to Midway

Cheapest flights from Phoenix to Midway
Explore the most affordable flight options available from Phoenix to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1610:39 amPHX - MDW
Nonstop3h 26mFrontier
Mon 10/2010:56 pmMDW - PHX
Nonstop3h 51mFrontier
Deal found 9/14$137
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/24:35 pmPHX - MDW
Nonstop3h 23mFrontier
Fri 10/34:48 pmMDW - PHX
1 stop8h 06mFrontier
Deal found 9/14$138
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:43 pmPHX - MDW
1 stop10h 47mFrontier
Mon 11/38:30 amMDW - PHX
Nonstop3h 53mFrontier
Deal found 9/14$140
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/134:20 pmPHX - MDW
Nonstop3h 26mFrontier
Mon 10/2010:56 pmMDW - PHX
Nonstop3h 51mFrontier
Deal found 9/13$141
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:02 pmPHX - MDW
1 stop10h 34mFrontier
Sun 10/267:50 amMDW - PHX
Nonstop3h 50mFrontier
Deal found 9/14$143
This Booking.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:30 pmPHX - MDW
1 stop27h 06mFrontier
Mon 10/2010:56 pmMDW - PHX
Nonstop3h 51mFrontier
Deal found 9/15$144
This CheapOair deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:30 pmPHX - MDW
1 stop27h 06mFrontier
Sun 10/267:50 amMDW - PHX
Nonstop3h 50mFrontier
Deal found 9/14$146
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:24 pmPHX - MDW
1 stop8h 57mFrontier
Mon 10/206:24 pmMDW - PHX
1 stop5h 52mFrontier
Deal found 9/13$147
This CheapOair deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:25 amPHX - MDW
1 stop11h 21mFrontier
Sun 9/286:20 amMDW - PHX
1 stop10h 37mFrontier
Deal found 9/13$148
This Flightnetwork deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:11 pmPHX - MDW
1 stop16h 19mFrontier
Sat 11/86:15 amMDW - PHX
1 stop7h 58mFrontier
Deal found 9/14$149
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:18 pmPHX - MDW
1 stop19h 35mFrontier
Mon 10/68:19 amMDW - PHX
1 stop30h 58mFrontier
Deal found 9/14$150

Cheapflights Fare Finder

 
Customize your flight search to find flights from Phoenix to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Phoenix to Chicago Midway Airport that are best for you.

Fly from

Phoenix

Fly to

Midway

Route

Depart

Return

Price

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 11/14

5:20 am-9:35 am

Nonstop3h 15m

Chicago Midway

Tue 11/18

10:05 am-1:05 pm

Nonstop4h 00m

$165

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/24

6:55 pm-12:10 am

Nonstop3h 15m

Chicago Midway

Fri 10/31

12:50 pm-2:35 pm

Nonstop3h 45m

$196

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 10/29

6:50 pm-12:05 am

Nonstop3h 15m

Chicago Midway

Sat 12/13

5:15 am-8:05 am

Nonstop3h 50m

$199

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 12/12

3:25 pm-7:40 pm

Nonstop3h 15m

Chicago Midway

Tue 12/16

10:05 am-1:05 pm

Nonstop4h 00m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/24

5:00 am-10:15 am

Nonstop3h 15m

Chicago Midway

Mon 10/27

5:45 am-7:30 am

Nonstop3h 45m

$213

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 12/11

5:00 am-9:15 am

Nonstop3h 15m

Chicago Midway

Mon 12/15

5:25 am-8:15 am

Nonstop3h 50m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/31

6:05 pm-11:25 pm

Nonstop3h 20m

Chicago Midway

Sun 11/2

7:45 am-12:35 pm

1 stop5h 50m

$228

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/3

6:55 pm-12:10 am

Nonstop3h 15m

Chicago Midway

Mon 10/6

12:40 pm-4:50 pm

1 stop6h 10m

$229

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 10/23

12:40 am-8:55 am

1 stop6h 15m

Chicago Midway

Fri 10/31

4:23 pm-11:00 pm

1 stop8h 37m

$237

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/10

12:59 am-9:19 am

1 stop7h 20m

Chicago Midway

Mon 12/15

6:00 am-1:27 pm

1 stop8h 27m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 20 results
1
2

Best time to book a flight from Phoenix to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Phoenix 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.

Cheapflights Insights

Everything you need to know about your flight from Phoenix to Chicago Midway Airport

How far ahead should I book a flight from Phoenix to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Phoenix to Midway. Price data was last updated on September 12, 2025.

The best time to book flights from Phoenix to Chicago Midway Airport is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, April is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $160). Flying from Phoenix to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PHX to MDW?

Find hourly flight availability from Phoenix to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 30% on flights from Phoenix to Chicago Midway Airport by exploring options for tickets in the evening.

What is the cheapest day to fly from Phoenix to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Phoenix to Midway. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Phoenix to Chicago Midway Airport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated September 15, 2025.
See what other customers who have flown with Southwest, United Airlines, and Frontier from Phoenix to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Phoenix to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Phoenix to Chicago Midway Airport?

    Airlines like Southwest fly from Phoenix to Chicago Midway Airport in about 3h 15m. The time it takes to get you to your destination is usually consistent. The distance from Phoenix to Chicago Midway Airport is about 1440 mi. All flights are typically nonstop.

  • What are the cheapest airlines flying from Phoenix to Chicago Midway Airport round-trip?

    Frontier, at $109, was found to be the cheapest airline from Phoenix to Chicago Midway Airport.Alternate airlines to your destination round-trip include United Airlines and Southwest. Frontier is currently priced 62% below the average price you’ll pay for this route.

  • What are the cheapest flights from Phoenix to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $86. While the most popular route (Phoenix Sky Harbor Intl - Chicago Midway) can be booked for $104 on average, our data indicates $236 when flying from Phoenix to Chicago Midway Airport.

  • Can I find deals for flights from Phoenix to Midway that include hotel bookings?

    Yes. In addition to deals on Phoenix to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Phoenix to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Phoenix to Midway.

  • Can I find deals for business class flights from Phoenix to Midway?

    Yes. Cheapflights offers flight deals from Phoenix to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, April is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $160). Flying from Phoenix to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Phoenix to Midway

Discover the top 3 airlines that operate flights from Phoenix to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$223FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$217FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$202Average$342FlexibilityNo cancel feeOn-time63%

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