PHX - MDW

$101 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 5/12. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$179
Typical prices: $377-$267
Frontier
lun. 6/1sáb. 7/4
PHX - MDW • 1 stop
Cheapest non-stop
$255
Typical prices: $379-$262
Southwest
vie. 5/29mié. 6/3
PHX - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Top airlines
Cheapest • from $179 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest and Frontier. Average duration is 3h 15m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $204 (round-trip)
Shortest trip • 8h 41m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 43% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

lun., jun. 1 - sáb., jul. 4
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
6:00 am - 10:20 pm
MDW
-
PHX
18h 20m
1 stop
$179Frontier
lun., may. 4 - lun., may. 11
Frontier Logo
9:37 am - 3:04 pm
PHX
-
MDW
3h 27mnonstop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$182Frontier
jue., may. 28 - mar., jun. 2
Frontier Logo
11:30 pm - 10:02 pm
PHX
-
MDW
20h 32m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$197Frontier
lun., may. 11 - mié., may. 13
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$200Frontier
lun., may. 18 - dom., may. 24
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$205Frontier
sáb., may. 16 - mié., may. 20
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$207Frontier
mié., may. 13 - jue., may. 28
Frontier Logo
6:30 am - 2:12 pm
PHX
-
MDW
5h 42m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$208Frontier
dom., may. 31 - mar., jun. 2
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$210Frontier
jue., may. 14 - sáb., may. 16
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
$213Frontier
sáb., may. 16 - mié., may. 20
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$214Frontier
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.

How much is a round-trip flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport departing in June.

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 Sunday 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 January and February, where the average cost of round-trip tickets is $497 and $437 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 3 weeks before departure, which saves you about 33% 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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

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.

Laura Ratliff

Laura Ratliff

Expert on PHX

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.

Good to know

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds but there is an average 53% increase in price.
Most popular time to fly and prices are also 8% 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 $101 for a one-way ticket and $179 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.

  • 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 Frontier?

    The two airlines most popular with KAYAK users for flights from Phoenix to Chicago are Southwest and Frontier. With an average price for the route of $360 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $211 and an overall rating of 5.6.

  • 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 $176 or less one-way and $326 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

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

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

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Frontier,Southwest

Frontier,Southwest

See more direct flights

Reviews of the top airlines flying 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 4314 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

4.0 OkayCrystal, Apr 2026
MSY - MDW
Read more Southwest reviews

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

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

Other airlines flying to Phoenix

Flight deals from the most popular airlines with KAYAK users flying the route