PHX - MDW

$78 Find Cheap Flights from Phoenix to Chicago Midway 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 Phoenix to Midway departing on 11/16. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

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

Cheapest round-trip
$136
Overall average: $284
Frontier
Thu 12/4Sun 12/7
PHX - MDW • 1 stop
Cheapest non-stop
$137
Typical prices: $226-$395
Frontier
Sun 12/14Sun 1/11
PHX - MDW • Non-stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Southwest's two free checked bags suit heavy packers.
Frontier's Economy Bundle includes carry-on and seat.
Expert advice
Expert advice
Expert advice
Expert advice
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 36% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Phoenix to Midway (PHX-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Phoenix to Midway 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Phoenix to Midway

Thu, Dec 4 - Sun, Dec 7
Frontier Logo
5:50 pm - 9:28 pmPHX-MDW
26h 38m1 stop
Frontier Logo
7:24 pm - 10:29 pmMDW-PHX
4h 05mnonstop
$136Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
6:00 am - 7:42 pmPHX-MDW
12h 42m1 stop
Frontier Logo
3:52 pm - 12:42 amMDW-PHX
9h 50m1 stop
$137Frontier
Find Deal
Thu, Nov 13 - Sun, Nov 16
Frontier Logo
4:41 pm - 12:37 pmPHX-MDW
18h 56m1 stop
Frontier Logo
6:30 am - 1:57 pmMDW-PHX
8h 27m1 stop
$138Frontier
Find Deal
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
7:00 am - 11:25 pmPHX-MDW
15h 25m2 stops
Frontier Logo
11:30 am - 2:40 pmMDW-PHX
4h 10mnonstop
$141Frontier
Find Deal
Wed, Dec 10 - Sun, Dec 14
Frontier Logo
2:30 pm - 2:04 pmPHX-MDW
22h 34m1 stop
Frontier Logo
7:24 pm - 10:29 pmMDW-PHX
4h 05mnonstop
$143Frontier
Find Deal
Fri, Nov 14 - Sun, Nov 16
Frontier Logo
5:35 am - 5:15 pmPHX-MDW
10h 40m1 stop
Frontier Logo
6:30 am - 1:57 pmMDW-PHX
8h 27m1 stop
$144Frontier
Find Deal
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
10:31 pm - 8:02 pmPHX-MDW
20h 31m1 stop
Frontier Logo
6:00 am - 3:27 pmMDW-PHX
10h 27m1 stop
$146Frontier
Find Deal
Fri, Nov 14 - Sat, Nov 15
Frontier Logo
5:35 am - 5:15 pmPHX-MDW
10h 40m1 stop
Frontier Logo
2:57 pm - 5:50 pmMDW-PHX
3h 53mnonstop
$148Frontier
Find Deal
Tue, Dec 23 - Sun, Jan 4
Frontier Logo
6:00 am - 10:19 amPHX-MDW
3h 19mnonstop
Frontier Logo
3:01 pm - 6:01 pmMDW-PHX
4h 00mnonstop
$149Frontier
Find Deal
Thu, Nov 13 - Fri, Nov 14
Frontier Logo
7:45 am - 8:44 pmPHX-MDW
11h 59m1 stop
Frontier Logo
6:29 pm - 11:44 pmMDW-PHX
6h 15m1 stop
$150Frontier
Find Deal
Booking Insights

KAYAK's insights & trends for Phoenix to Midway flights

Get data-powered insights and trends into flights from Phoenix to Midway 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 Phoenix to Chicago Midway Airport?

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

For Phoenix to Chicago Midway Airport, Thursday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago Midway Airport back to Phoenix, the best deals are generally found on Thursday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport is September, where tickets cost $184 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $437 and $327 respectively.

Can I save money by flying with a layover from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $217 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, you should book around 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Expert advice

Expert advice for your flight from Phoenix to Midway

 
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
Southwest

Southwest offers free snacks and soft drinks, with Wi-Fi available for streaming entertainment.


Southwest's Rapid Rewards program offers unlimited rewards seats and no blackout dates.

Read more about Southwestby Blane Bachelor
Frontier

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


For extra legroom, consider Frontier's Premium Bundle, offering priority boarding and Premium seat selection.

Read more about Frontierby Stefanie Waldek
Airports
PHX

For a quick departure, use the Sky Train for free access to PHX terminals, avoiding traffic and parking hassles.

Read more about PHXby Laura Ratliff
MDW

Take the CTA Orange Line from MDW to downtown Chicago for a quick, traffic-free journey in about 25-30 minutes.

Read more about MDWby Stefanie Waldek
Our travel experts
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
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
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

Good to know

Low seasonFebruary
Cheapest flight$78
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Phoenix to Chicago Midway Airport

When to book flights from Phoenix to Midway

Are your dates flexible? Find out the best times to travel from Phoenix to Midway 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 Phoenix to Chicago Midway Airport flights

  • Does Phoenix Sky Harbor (PHX) have any play areas for kids?

    Yes. You can find indoor playgrounds at PHX before security in Terminal 4 and after security in Terminals 4, 2, and 3. Surrounded by seating where parents can watch and keep an eye on their kids, these indoor playgrounds are ideal for distracting kids and letting them burn off some energy before their flight to Chicago.

  • Does PHX have any exclusive lounges?

    Yes. You can pay at the door or book a reservation in order to wait in refined comfort in the exclusive escape lounge at PHX. Located in Terminal 4, this stylish lounge features many amenities, including fast Wi-Fi, meals, snacks, desserts, alcoholic drinks, charging ports at each seat, and much more.

  • Does MDW have a USO military lounge?

    Yes. The women and men of the armed forces and their families are welcome to reboot, relax, and refresh before heading into Chicago at this private military lounge free of charge. Some amenities include refreshments, movies and TV, internet access, restrooms, reading materials, travel information, and more.

  • Where can I pick up my rental car at MDW?

    Once you deplane at MDW, you can head to door number two on the lower level. Here, you can catch a free shuttle to midway's rental car facility, where it houses all of its rental car agencies. These free shuttles run all day, everyday, about every 15min. Some rental car companies at MDW are budget, Enterprise, hurts, Alamo, Avis, and others.

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

    In the last 3 days, the lowest price for a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport was $78 for a one-way ticket and $136 for a round-trip.

  • Do I need a passport to fly between Phoenix and Chicago Midway 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 airports will I be using when flying from Phoenix to Chicago Midway Airport?

    Phoenix and Chicago Midway Airport are both served by 1 main airport. You will leave Phoenix from Phoenix Sky Harbor Intl and will be arriving at Chicago Midway.

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

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

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

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

  • Which airline alliances offer flights from Phoenix to Chicago Midway Airport?

    Star Alliance is the only airline alliance operating flights between Phoenix and Chicago Midway Airport.

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

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

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

    The two airlines most popular with KAYAK users for flights from Phoenix to Chicago are Southwest and United Airlines. With an average price for the route of $344 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $267 and an overall rating of 7.4.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Phoenix 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 Phoenix to Chicago Midway 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 Chicago Midway Airport with an airline and back to Phoenix with another airline. Booking your flights between Phoenix and MDW 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 Phoenix to Chicago Midway 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 Chicago Midway Airport from Phoenix 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $168 or less one-way and $230 or less round-trip.
  • Even though the Phoenix sky harbor International Airport (PHX) is a hub for American and a focus city for Southwest, in recent years, PHX has serviced more Southwest passengers than American passengers. The Chicago Midway International Airport (MDW) is the second busiest airport to serve the Chicago metropolitan area, after Chicago O'Hare. MDW is a hub for Southwest.
  • Southwest, Frontier, and Delta offer single layover flights from PHX to MDW. Some layover cities for these flights include Kansas City, Omaha, Ontario, California, Atlanta, Detroit, Minneapolis, and Las Vegas. Spirit Airlines paired with Frontier and United paired with Delta offer flights from PHX to MDW with two stops.
  • If you are a traveling mom, you can go to one of the nursing stations at PHX, located landside and airside in each terminal. These nursing stations are quiet, private rooms featuring comfortable seating, an electrical outlet, a baby changing table, a sink, and a countertop.
  • If you need a quiet space as you wait for your flight to Chicago, stop by compassion Corner on level 3 of PHX in terminal 4. Compassion Corner comprises an interfaith chapel as well as a dementia friendly sensory room, an ideal place to realign before taking the long-haul flight to MDW.
  • As you make your way out of MDW, look around in order to soak in the renowned art collection displayed throughout the airport. Pieces of the public art program of the city of Chicago that you can see at MDW include murals, paintings, sculptures, and historically exhibits

Prefer to fly direct from Phoenix to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Phoenix Sky Harbor Intl to Chicago Midway.
Find which airlines fly direct from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Phoenix Sky Harbor Intl to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest, Frontier

Southwest, Frontier

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Direct returns

Chicago Midway to Phoenix Sky Harbor Intl

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest, Frontier

Southwest, Frontier

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Reviews of the top 3 airlines serving from Phoenix to Midway

 
See real verified KAYAK customer reviews for airlines flying from Phoenix to Chicago. 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 Phoenix to Midway? 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 4243 reviews
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

mandatory demand customer to check their carry on because not enough people check bags.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Delayed 4 hours due to mechanical issues. No mention of compensation for being over 3 hours late

I like that it was on time and the staff was friendly.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

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

Other airlines flying to Phoenix

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