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Sky Harbor Intl

$84+ Cheap flights from Midway (MDW) to Sky Harbor Intl (PHX)

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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHX
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Phoenix Sky Harbor Intl are usually found in September or August, booked 74 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Midway to Sky Harbor Intl

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Sky Harbor Intl (PHX). 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 August 17, 2025.

Round-trip from

$149
(CheapOair)

One-way from

$84
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$218

Good round-trip deal

$212 or less

Good one-way deal

$134 or less
From Chicago Midway to Phoenix Sky Harbor Intl
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One-way flight from Chicago Midway to Phoenix Sky Harbor Intl
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Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Phoenix Sky Harbor Intl.
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Price to beat on a one-way flight from Chicago Midway to Phoenix Sky Harbor Intl.
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Find flight deals from Midway to Sky Harbor Intl

Cheapest flights from Midway to Sky Harbor Intl
Explore the most affordable flight options available from Midway to Sky Harbor Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/410:13 amMDW - PHX
1 stop10h 57mFrontier
Thu 9/116:18 pmPHX - MDW
1 stop19h 35mFrontier
Deal found 8/15$149
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/54:48 pmMDW - PHX
1 stop25h 14mFrontier
Sun 9/78:20 pmPHX - MDW
1 stop17h 33mFrontier
Deal found 8/14$150
This Booking.com deal was found by Cheapflights users on 8/15. 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.
Fri 9/193:48 pmMDW - PHX
1 stop5h 37mFrontier
Sun 9/218:20 pmPHX - MDW
1 stop17h 33mFrontier
Deal found 8/15$151
This Gotogate deal was found by Cheapflights users on 8/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/21:53 pmMDW - PHX
Nonstop3h 47mFrontier
Sun 10/54:35 pmPHX - MDW
Nonstop3h 23mFrontier
Deal found 8/15$152
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/262:26 pmMDW - PHX
1 stop27h 38mFrontier
Sun 9/288:20 pmPHX - MDW
1 stop17h 33mFrontier
Deal found 8/15$153
This Booking.com deal was found by Cheapflights users on 8/15. 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.
Fri 9/262:26 pmMDW - PHX
1 stop27h 38mFrontier
Mon 9/297:00 amPHX - MDW
1 stop6h 53mFrontier
Deal found 8/15$154
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:44 amMDW - PHX
1 stop7h 21mFrontier
Sun 10/199:59 pmPHX - MDW
1 stop24h 25mFrontier
Deal found 8/15$155
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:20 amMDW - PHX
1 stop10h 45mFrontier
Sun 10/199:59 pmPHX - MDW
1 stop24h 25mFrontier
Deal found 8/15$156
This Mytrip deal was found by Cheapflights users on 8/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:20 amMDW - PHX
1 stop10h 37mFrontier
Mon 10/67:00 amPHX - MDW
1 stop6h 53mFrontier
Deal found 8/15$157
This Frontier deal was found by Cheapflights users on 8/14. 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.
Fri 10/106:24 pmMDW - PHX
1 stop7h 05mFrontier
Sun 10/1210:40 amPHX - MDW
Nonstop3h 26mFrontier
Deal found 8/14$158
This Frontier deal was found by Cheapflights users on 8/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/54:48 pmMDW - PHX
1 stop8h 39mFrontier
Mon 9/1512:31 pmPHX - MDW
1 stop6h 21mFrontier
Deal found 8/15$159

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Sky Harbor Intl 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 August 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport that are best for you.

Fly from

Midway

Fly to

Sky Harbor Intl

Route

Depart

Return

Price

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Thu 9/18

10:13 am-7:10 pm

1 stop10h 57m

Phoenix Sky Harbor Intl

Mon 9/22

7:00 am-3:53 pm

1 stop6h 53m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Fri 9/5

4:48 pm-11:27 pm

1 stop8h 39m

Phoenix Sky Harbor Intl

Mon 9/8

12:31 pm-8:52 pm

1 stop6h 21m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Thu 10/16

5:20 pm-11:16 pm

1 stop7h 56m

Phoenix Sky Harbor Intl

Sun 10/19

9:59 pm-12:24 am

1 stop24h 25m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Fri 10/24

5:10 am-11:44 am

1 stop8h 34m

Phoenix Sky Harbor Intl

Fri 10/31

5:05 am-5:15 pm

1 stop10h 10m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Thu 10/2

10:13 am-7:10 pm

1 stop10h 57m

Phoenix Sky Harbor Intl

Sun 10/5

8:20 pm-3:53 pm

1 stop17h 33m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Sun 10/19

7:50 am-9:40 am

Nonstop3h 50m

Phoenix Sky Harbor Intl

Sun 11/2

10:53 pm-11:30 am

1 stop11h 37m

$149

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Thu 10/2

10:13 am-7:10 pm

1 stop10h 57m

Phoenix Sky Harbor Intl

Mon 10/6

7:00 am-3:53 pm

1 stop6h 53m

$150

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Fri 10/3

4:48 pm-11:57 pm

1 stop9h 09m

Phoenix Sky Harbor Intl

Sun 10/5

8:20 pm-3:53 pm

1 stop17h 33m

$150

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Fri 10/24

6:24 pm-11:29 pm

1 stop7h 05m

Phoenix Sky Harbor Intl

Mon 10/27

12:44 pm-11:20 pm

1 stop8h 36m

$150

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Sat 10/18

10:00 am-7:41 pm

1 stop11h 41m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 17 results
1
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The best insider tips for Chicago Midway Airport to Phoenix Sky Harbor Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Phoenix Sky Harbor Intl Airport trip
Airlines
Frontier

Frontier offers extra comfort seats with 32” separation for a fee, enhancing travel comfort.


Frontier's Zone 1 boarding available with carry-on purchase or special fare bundle.

Read more about Frontierby Marisa Garcia
Southwest

Southwest's free checked bags include oversized items like skis or golf clubs.


Southwest offers free in-flight entertainment streamed to your device, including live TV.

Read more about Southwestby Marisa Garcia
Airports
MDW

Order food via the airport’s mobile system directly to your gate to save time and ensure you don't miss boarding.

Read more about MDWby Ramsey Qubein
PHX

Take the free PHX Sky Train to 44th Street Station for quick access to downtown via light rail or bus.

Read more about PHXby Brandon Schultz
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Brandon Schultz

Brandon Schultz

Expert on PHX

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Midway to Sky Harbor Intl

Have a flexible travel schedule? Discover the best time to fly to Sky Harbor Intl 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.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Sky Harbor Intl. Price data was last updated on August 8, 2025.

The best time to book flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is 74 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 Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport (average of $258). Flying from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport in March is currently the most expensive (average of $337). 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 MDW to PHX?

Find hourly flight availability from Midway to Sky Harbor Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport in the evening. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Sky Harbor Intl. Price data was last updated on August 10, 2025.

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

Reviews of airlines servicing Sky Harbor Intl

Get insights into the airlines that provide service to Sky Harbor Intl. 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 Sky Harbor Intl. Reviews last updated August 17, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Frontier from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,212 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

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

    Our cheapest airline available from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is Frontier. Our recent data shows that you can find tickets from as low as $100 on this airline. Additional options worth looking into are Southwest and Delta, starting at $212 and $216 round-trip. Frontier is currently priced 63% below the average price you’ll pay for this route.

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

    Looking at all options, your cheapest flight can be booked for $57. While the most popular route (Chicago Midway - Phoenix Sky Harbor Intl) can be booked for $92 on average our data indicates $234 when flying from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport.

  • Can I find deals for flights from Midway to Sky Harbor Intl that include hotel bookings?

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

  • How can I find direct flights from Midway to Sky Harbor Intl?

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

  • Can I find deals for business class flights from Midway to Sky Harbor Intl?

    Yes. Cheapflights offers flight deals from Midway to Sky Harbor Intl 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 Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport (average of $258). Flying from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport in March is currently the most expensive (average of $337). 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 Phoenix Sky Harbor Intl Airport?

Book flights to Phoenix Sky Harbor Intl Airport if you plan to visit one of these locations
Payson
Chandler
Glendale
Globe
Goodyear
Surprise
Casa Grande
Buckeye
Camp Verde
Peoria
Paradise Valley
Avondale
Guadalupe

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Alternative routes for Midway to Sky Harbor Intl

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Sky Harbor Intl flights
Rockford to Phoenix-Mesa Gateway flights
O'Hare Intl to Phoenix-Mesa Gateway flights

Top 3 airlines flying from Midway to Sky Harbor Intl

Discover the top 3 airlines that operate flights from Midway to Sky Harbor Intl. 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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$207FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$212Average$362FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$436FlexibilityNo cancel feeOn-timeN/A

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