MDW - PHX

$66 Find Cheap Flights from Chicago Midway Airport to Phoenix Sky Harbor Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Phoenix departing on 5/25. 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.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Phoenix Sky Harbor Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Phoenix, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Phoenix, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Midway to Sky Harbor Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Sky Harbor Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Phoenix

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Phoenix.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
8:36 pm - 10:31 pmMDW-PHX
3h 55mnonstop
Frontier Logo
12:33 pm - 8:53 pmPHX-MDW
6h 20m1 stop
$164Frontier
Find Deal
Sun, May 25 - Tue, May 27
Frontier Logo
8:38 pm - 10:27 pmMDW-PHX
3h 49mnonstop
Frontier Logo
2:11 pm - 7:41 pmPHX-MDW
3h 30mnonstop
$183Frontier
Find Deal
Thu, Jul 3 - Sun, Jul 6
Frontier Logo
8:38 pm - 10:27 pmMDW-PHX
3h 49mnonstop
Frontier Logo
2:11 pm - 7:41 pmPHX-MDW
3h 30mnonstop
$184Frontier
Find Deal
Thu, Jul 3 - Sun, Jul 6
Frontier Logo
8:36 pm - 10:31 pmMDW-PHX
3h 55mnonstop
Frontier Logo
1:11 pm - 8:53 pmPHX-MDW
5h 42m1 stop
$186Frontier
Find Deal
Thu, May 29 - Sat, May 31
Frontier Logo
2:44 pm - 7:26 pmMDW-PHX
6h 42m1 stop
Frontier Logo
12:55 pm - 10:36 pmPHX-MDW
7h 41m1 stop
$193Frontier
Find Deal
Tue, May 27 - Wed, May 28
Delta Logo
9:16 am - 1:50 pmMDW-PHX
6h 34m1 stop
Delta Logo
9:11 am - 5:45 pmPHX-MDW
6h 34m1 stop
$237Delta
Find Deal
Tue, May 20 - Wed, May 21
Southwest Logo
8:45 am - 10:35 amMDW-PHX
3h 50mnonstop
Southwest Logo
5:15 pm - 10:35 pmPHX-MDW
3h 20mnonstop
$242Southwest
Find Deal
Fri, May 30 - Tue, Jun 3
Delta Logo
12:48 pm - 5:47 pmMDW-PHX
6h 59m1 stop
Delta Logo
12:45 am - 8:36 amPHX-MDW
5h 51m1 stop
$243Delta
Find Deal
Wed, May 21 - Fri, May 30
Southwest Logo
5:15 am - 8:40 amMDW-PHX
5h 25m1 stop
Southwest Logo
7:30 pm - 12:50 amPHX-MDW
3h 20mnonstop
$248Southwest
Find Deal
Wed, Jul 23 - Wed, Jul 23
 Logo
10:31 am - 11:16 pmMDW-PHX
38h 45m3 stops
 Logo
7:39 am - 1:56 pmPHX-MDW
28h 17m1 stop
Fri, Aug 8 - Sun, Aug 10
Expert advice

Expert advice for your flight from Midway to Phoenix

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-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.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Frontier's Economy Bundle offers a carry-on and seat choice, ideal for budget travelers.


Choose Premium Bundle for priority boarding and extra legroom at a minimal cost increase.

Read more about Frontierby Stefanie Waldek
Southwest

Southwest offers two free checked bags, saving money on baggage fees.


Use EarlyBird Check-In for a better boarding position, avoiding middle seats.

Read more about Southwestby Blane Bachelor
Airports
MDW

Midway offers a compact terminal with easy navigation. Arrive early to enjoy dining options like Billy Goat Tavern and explore the Battle of Midway exhibit.

Read more about MDWby Stefanie Waldek
PHX

Upon arrival at PHX, use ride-share or taxi services for easy access to downtown Phoenix. The 44th Street station offers bike racks for cyclists.

Read more about PHXby Laura Ratliff
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Laura Ratliff

Laura Ratliff

Expert on PHX

Laura Ratliff

Laura Ratliff

Laura Ratliff is a New York-based writer and editor. She lives in downtown Brooklyn with her husband and their beloved dogs. Originally from Texas, she now considers New York City her home. She typically spends more than 200,000 miles on a plane each year and stays in plenty of hotels.

Read more
Useful Info

KAYAK's insights & trends for Midway to Phoenix flights

Get data-powered insights and trends into flights from Midway to Phoenix to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Phoenix Sky Harbor Airport?

The average price of all round-trip flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Phoenix Sky Harbor Airport, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is August, where tickets cost $145 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $379 and $326 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJuly
High seasonMarch
Cheapest flight$66
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 53% increase in price.
Flight from Chicago Midway Airport to Phoenix Sky Harbor Airport

When to book flights from Midway to Phoenix

Are your dates flexible? Find out the best times to travel from Midway to Phoenix based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Phoenix Sky Harbor Airport flights

  • How do I get to MDW from downtown Chicago?

    MDW is roughly 11 miles from downtown Chicago and there are three main ways to get there. You can choose to drive via the I-55 S and leave your car at the airport parking or take a taxi from anywhere downtown and they will drop you outside the airport terminal. These are arguably the quickest means and will get you to the airport in about 20min. The third option is using the Orange Line metro which you can board from the station at Adams/Wabash.

  • What are the cheapest means of transport from PHX Airport?

    While there are multiple transport options from PHX Airport, taking the bus is the cheapest one. The airport is connected to the city through Metro bus Route 13 which runs every day between 4 am and 11 pm. An alternative to the bus would be using the train. Since there aren’t any trains that run from the airport, you will have to take the Sky Train® from Terminal 3 to the 44th Street and Washington train station.

  • Does PHX have any baby care facilities?

    Yes, PHX has dedicated nursing rooms where you can breastfeed your child and change them after your flight from Chicago has landed. These nursing rooms are located in each terminal and feature a range of amenities such as comfortable seats, changing tables, a sink, and power outlets. There are two in Terminal 3 near Baggage Claim and near Gate F5 while the ones on Terminal 4 are located near the upper-level Gate B15 and next to the family restroom.

  • Where are the pet relief areas at PHX Airport located?

    When traveling with a pet through PHX, you need to make sure that they remain in their carriers throughout unless using the pet relief areas. PHX has multiple indoor and outdoor relief areas, though not all of them are conveniently located for arriving travelers. The easiest ones to access would be the one on the west side of Terminal 3 on level one and the other near baggage claim on Terminal 4.

  • What is the cheapest flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport was $66 for a one-way ticket and $164 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Phoenix Sky Harbor Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    American Airlines, Alaska Airlines, Delta, and Hawaiian Airlines offer inflight Wi-Fi service on the Chicago Midway Airport to Phoenix Sky Harbor Airport flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Phoenix Sky Harbor Airport flight route.

  • On which days can I fly direct from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    There are nonstop flights from Chicago Midway Airport to Phoenix Sky Harbor Airport on a daily basis.

  • Which is the best airline for flights from Chicago to Phoenix, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Phoenix are Southwest and Delta. With an average price for the route of $369 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $417 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Phoenix Sky Harbor Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Phoenix Sky Harbor Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Phoenix Sky Harbor Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and PHX can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Phoenix Sky Harbor Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Phoenix Sky Harbor Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $115 or less one-way and $227 or less round-trip.
  • If you plan on leaving your car at Chicago Midway International Airport (MDW), please compare the prices charged by airport parking and those charged by other offsite parking facilities. In most cases, offsite parking lots are usually cheaper than airport parking and you could end up saving a few dollars from that.
  • Other than MDW, Chicago is also served by O’Hare International Airport (ORD) which is one of the major hubs in the city. For better amenities and more flight options, you can book a flight that departs from ORD. However, you are likely to experience long lines since ORD is generally busier than MDW.
  • Phoenix Sky Harbor International Airport (PHX) has an interfaith chapel where you can practice your faith while at the airport. This chapel is located on Level 3 of Terminal 4 and is open 24 hours a day.
  • MDW Airport has a dedicated information desk where travelers can seek help on anything including directions around the airport and the procedures you need to follow when checking in. This desk is located at the entrance of the Main Terminal.
  • PHX has three children’s play areas in the airport; two in Terminal 3, at the end of the north and south concourses, and another in Terminal 4 near Gate B19.

Prefer to fly direct from Chicago Midway Airport to Phoenix Sky Harbor Airport?

Find which airlines fly direct from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Phoenix Sky Harbor Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Direct returns

Phoenix Sky Harbor Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 3 airlines serving from Midway to Phoenix

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Phoenix. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Phoenix? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
7.1Food
8.2Boarding
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Midway to Phoenix

Information on your arrival and departure airports

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