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$93+ Cheap flights from Sky Harbor Intl (PHX) 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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago Midway are usually found in September or October, booked 33 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Sky Harbor Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Sky Harbor Intl (PHX) 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 April 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$176
(Frontier)

One-way from

$93
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$272

Good round-trip deal

$241 or less

Good one-way deal

$128 or less
Provider with most accurate pricing for Phoenix Sky Harbor Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Phoenix Sky Harbor Intl-Chicago Midway flights.
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From Phoenix Sky Harbor Intl to Chicago Midway
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One-way flight from Phoenix Sky Harbor Intl to Chicago Midway
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Highest demand for flights based on searches. 14% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Phoenix Sky Harbor Intl to Chicago Midway.
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Price to beat on a one-way flight from Phoenix Sky Harbor Intl to Chicago Midway.
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Find flight deals from Sky Harbor Intl to Midway

Cheapest flights from Sky Harbor Intl to Midway
Explore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Frontier deal was found by Cheapflights users on 4/29. 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.
Sun 5/256:00 amPHX - MDW
1 stop7h 00mFrontier
Sun 5/258:36 pmMDW - PHX
Nonstop3h 55mFrontier
Deal found 4/29$176
This Southwest deal was found by Cheapflights users on 4/29. 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.
Fri 7/255:15 amPHX - MDW
Nonstop3h 20mSouthwest
Tue 7/295:55 amMDW - PHX
Nonstop3h 40mSouthwest
Deal found 4/29$242
This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 6/1011:59 pmPHX - MDW
1 stop7h 42mDelta
Wed 6/1810:26 amMDW - PHX
1 stop9h 23mDelta
Deal found 4/29$249

Cheapflights Fare Finder

Customize your flight search to find flights from Sky Harbor Intl 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 April 30, 2025.
Use the filters below to find and compare flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Sky Harbor Intl

Fly to

Midway

Route

Depart

Return

Price

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 5/25

6:00 am-3:00 pm

1 stop7h 00m

Chicago Midway

Sun 5/25

8:36 pm-10:31 pm

Nonstop3h 55m

$176

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 7/25

5:15 am-10:35 am

Nonstop3h 20m

Chicago Midway

Tue 7/29

5:55 am-7:35 am

Nonstop3h 40m

$242

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 6/10

11:59 pm-9:41 am

1 stop7h 42m

Chicago Midway

Wed 6/18

10:26 am-5:49 pm

1 stop9h 23m

$249

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 7/20

2:11 pm-7:41 pm

Nonstop3h 30m

$93

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 5/20

6:30 pm-11:50 pm

Nonstop3h 20m

$119

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 6/2

12:45 am-8:36 am

1 stop5h 51m

$125

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 5/29

9:19 am-6:10 pm

2 stops30h 51m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Compare providers for flights from Sky Harbor Intl to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sky Harbor Intl to Midway in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport trip
Airlines
Frontier

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


Frontier's Board First option is available for carry-on purchasers and elite members, ensuring early boarding.

Read more about Frontierby Marisa Garcia
Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.


Southwest's Early Bird check-in ensures priority boarding, available with Anytime fares.

Read more about Southwestby Marisa Garcia
Airports
PHX

PHX offers short security lines with wait times under 10 minutes, making it efficient for early morning departures.

Read more about PHXby Brandon Schultz
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable transit option.

Read more about MDWby Ramsey Qubein
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 Sky Harbor Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sky Harbor Intl 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 Sky Harbor Intl Airport to Chicago Midway Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Sky Harbor Intl to Midway. Price data was last updated on April 25, 2025.

Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (average of $160). Flying from Phoenix Sky Harbor Intl Airport 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 Sky Harbor Intl 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 April 30, 2025.

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

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

Use this chart to determine the cheapest time to fly round-trip from Sky Harbor Intl to Midway. Price data was last updated on March 30, 2025.

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 30, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Phoenix to Chicago have to say. 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
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,295 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Sky Harbor Intl to Midway. 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport round-trip?

    Currently priced at $176, Frontier will fly you from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Delta - these airlines can fly you to your destination from $242 and $249, respectively. Frontier is currently priced 35% below the average price you’ll pay for this route.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $93. Users have also found prices from $119 and $125 on Southwest and Delta, respectively.

  • What are the most reliable airlines from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Before booking your flight to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport, check out the most reliable airlines to get you to your destination on time: Southwest (78%), Frontier (78%), United Airlines( 0%).

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

    Looking for the cheapest flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport? While on average our users pay $242, our data indicates the cheapest price to be $113. The most popular route (Phoenix Sky Harbor Intl - Chicago Midway), is priced around $186.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (average of $160). Flying from Phoenix Sky Harbor Intl Airport 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 Phoenix Sky Harbor Intl Airport?

Book flights to Phoenix Sky Harbor Intl Airport if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Sky Harbor Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Sky Harbor Intl to Midway

Discover the top 4 airlines that operate flights from Sky Harbor Intl 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$208FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$188Average$238FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$189Average$363FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$336FlexibilityNo cancel feeOn-timeN/A

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