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Midway

$64+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Phoenix to Chicago Midway are usually found in September or October, booked 59 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Cheap 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 December 12, 2025.

This Expedia deal was found by Cheapflights users on 12/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - MDW
1 stop20h 24mFrontier
Fri 1/306:20 amMDW - PHX
1 stop10h 02mFrontier
Deal found 12/10$176
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:05 amPHX - MDW
1 stop6h 54mFrontier
Wed 12/312:16 pmMDW - PHX
1 stop11h 19mFrontier
Deal found 12/9$191
This Booking.com deal was found by Cheapflights users on 12/9. 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.
Tue 12/309:31 amPHX - MDW
1 stop9h 24mFrontier
Mon 1/52:16 pmMDW - PHX
1 stop11h 12mFrontier
Deal found 12/9$194
This CheapOair deal was found by Cheapflights users on 12/10. 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.
Thu 12/1110:26 pmPHX - MDW
1 stop11h 42mFrontier
Tue 1/62:03 pmMDW - PHX
Nonstop3h 59mFrontier
Deal found 12/10$203
This CheapOair deal was found by Cheapflights users on 12/9. 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.
Mon 12/2910:31 pmPHX - MDW
1 stop20h 24mFrontier
Mon 1/52:16 pmMDW - PHX
1 stop11h 12mFrontier
Deal found 12/9$204
This Frontier deal was found by Cheapflights users on 12/9. 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.
Tue 12/309:31 amPHX - MDW
1 stop9h 24mFrontier
Fri 1/28:00 amMDW - PHX
1 stop9h 48mFrontier
Deal found 12/9$207
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:05 amPHX - MDW
1 stop6h 54mFrontier
Fri 1/28:00 amMDW - PHX
1 stop9h 48mFrontier
Deal found 12/9$215
This Delta deal was found by Cheapflights users on 12/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:00 pmPHX - MDW
1 stop7h 22mDelta
Thu 1/15:59 pmMDW - PHX
1 stop7h 04mDelta
Deal found 12/9$217
This Frontier deal was found by Cheapflights users on 12/9. 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.
Tue 12/309:31 amPHX - MDW
1 stop9h 24mFrontier
Sun 1/43:01 pmMDW - PHX
Nonstop4h 00mFrontier
Deal found 12/9$220
This Southwest deal was found by Cheapflights users on 12/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:45 pmPHX - MDW
1 stop5h 25mSouthwest
Thu 1/157:55 amMDW - PHX
1 stop6h 35mSouthwest
Deal found 12/11$227

Find 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 December 12, 2025.

Round-trip from

$103
(Expedia)

One-way from

$64
(Priceline)

Popular in

March

Cheapest in

September

Average price

$331
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. 6% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 12, 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

Tue 1/6

12:10 pm-6:45 pm

1 stop5h 35m

Chicago Midway

Sat 1/10

7:00 am-10:10 am

Nonstop4h 10m

$197

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 1/7

11:55 am-10:07 pm

1 stop9h 12m

Chicago Midway

Wed 1/14

11:21 am-7:13 pm

1 stop8h 52m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 2/24

1:55 pm-10:44 pm

1 stop7h 49m

Chicago Midway

Sat 2/28

1:28 pm-7:38 pm

1 stop7h 10m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 1/7

1:55 pm-10:07 pm

1 stop7h 12m

Chicago Midway

Sat 1/10

1:28 pm-7:05 pm

1 stop6h 37m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 1/17

7:30 am-4:29 pm

1 stop7h 59m

Chicago Midway

Sat 1/24

1:26 pm-8:11 pm

1 stop7h 45m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 2/23

11:59 pm-8:53 am

1 stop7h 54m

Chicago Midway

Sat 2/28

6:00 am-12:24 pm

1 stop7h 24m

$227

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 1/28

1:55 pm-10:22 pm

1 stop7h 27m

Chicago Midway

Sun 2/1

7:16 pm-12:11 am

1 stop5h 55m

$227

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/24

4:40 pm-8:55 pm

Nonstop3h 15m

Chicago Midway

Mon 1/5

4:40 pm-8:50 pm

1 stop5h 10m

$252

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 1/8

5:05 pm-9:15 pm

Nonstop3h 10m

Chicago Midway

Thu 1/15

12:30 pm-4:35 pm

1 stop5h 05m

$256

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 1/17

9:00 am-4:45 pm

2 stops6h 45m

Chicago Midway

Sat 1/24

9:45 am-4:40 pm

2 stops7h 55m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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 December 5, 2025.

The best time to book flights from Phoenix to Chicago Midway Airport is 59 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, December is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $62). Flying from Phoenix to Chicago Midway Airport in March is currently the most expensive (average of $206). 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 December 12, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 29% on flights from Phoenix to Chicago Midway Airport by exploring options for tickets in the afternoon.

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 Monday afternoons when fares are most often at their lowest. Monday mornings 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 December 12, 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
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 and Delta fly from Phoenix to Chicago Midway Airport in about 5h 35m. The time it takes to get you to your destination can typically vary by up to 3h 37m. The distance from Phoenix to Chicago Midway Airport is about 1440 mi. This flight may include one or multiple stops.

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

    Frontier, at $107, 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 63% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Phoenix to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Phoenix to Chicago Midway Airport are Frontier ($69), Southwest ($99), and Delta ($124).

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

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (Phoenix Sky Harbor Intl - Chicago Midway) can be booked for $84 on average, our data indicates $284 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, December is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $62). Flying from Phoenix to Chicago Midway Airport in March is currently the most expensive (average of $206). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$215FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$272FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$206Average$346FlexibilityNo cancel feeOn-time63%

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