PHX - MDW

$71 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 10/24. 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

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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Flights 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

Sat, Aug 9 - Sat, Aug 16
Southwest Logo
4:00 pm - 9:20 pmPHX-MDW
3h 20mnonstop
Southwest Logo
5:20 am - 7:00 amMDW-PHX
3h 40mnonstop
$199Southwest
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
4:35 pm - 10:01 pmPHX-MDW
3h 26mnonstop
Frontier Logo
1:26 pm - 3:18 pmMDW-PHX
3h 52mnonstop
$206Frontier
Find Deal
Wed, Aug 13 - Mon, Aug 18
Southwest Logo
5:40 pm - 11:00 pmPHX-MDW
3h 20mnonstop
Southwest Logo
5:35 am - 7:10 amMDW-PHX
3h 35mnonstop
$208Southwest
Find Deal
Thu, Aug 14 - Sun, Aug 17
Frontier Logo
2:11 pm - 7:41 pmPHX-MDW
3h 30mnonstop
Frontier Logo
8:38 pm - 10:20 pmMDW-PHX
3h 42mnonstop
$214Frontier
Find Deal
Thu, Sep 25 - Sun, Sep 28
Frontier Logo
4:35 pm - 10:01 pmPHX-MDW
3h 26mnonstop
Frontier Logo
1:26 pm - 3:18 pmMDW-PHX
3h 52mnonstop
$215Frontier
Find Deal
Thu, Aug 21 - Sun, Aug 24
Frontier Logo
1:35 pm - 7:02 pmPHX-MDW
3h 27mnonstop
Frontier Logo
4:41 pm - 6:21 pmMDW-PHX
3h 40mnonstop
$216Frontier
Find Deal
Fri, Aug 15 - Mon, Aug 18
Southwest Logo
5:00 pm - 10:20 pmPHX-MDW
3h 20mnonstop
Southwest Logo
5:35 am - 7:10 amMDW-PHX
3h 35mnonstop
$217Southwest
Find Deal
Thu, Aug 21 - Mon, Aug 25
Allegiant Air Logo
3:57 pm - 3:02 pmPHX-MDW
21h 05m1 stop
Allegiant Air Logo
9:32 am - 3:35 pmMDW-PHX
8h 03m1 stop
$231Allegiant Air
Find Deal
Fri, Jul 18 - Mon, Jul 21
Delta Logo
11:09 pm - 8:44 amPHX-MDW
7h 35m1 stop
Delta Logo
9:25 am - 1:38 pmMDW-PHX
6h 13m1 stop
$257Delta
Find Deal
Fri, Aug 1 - Tue, Aug 12
Delta Logo
9:26 am - 5:39 pmPHX-MDW
6h 13m1 stop
Delta Logo
9:15 am - 12:33 pmMDW-PHX
5h 18m1 stop
$267Delta
Find Deal
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
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
Southwest

Southwest offers two free checked bags, perfect for travelers with more luggage.


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

Read more about Southwestby Blane Bachelor
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
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 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, Saturday 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 Wednesday, 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 $166 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $437 and $323 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.

No, with an average price for the route of $283, prices are generally cheapest when you fly direct.

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. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonFebruary
High seasonOctober
Cheapest flight$71
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 26% 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 $71 for a one-way ticket and $199 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, Delta, Alaska Airlines, and JetBlue 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 Delta?

    The two airlines most popular with KAYAK users for flights from Phoenix to Chicago are Southwest and Delta. With an average price for the route of $362 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 $295 and an overall rating of 8.0.

  • 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 $139 or less one-way and $242 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?

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

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

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
See more direct flights

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 4287 reviews
8.6Crew
7.6Entertainment
7.1Food
8.2Boarding
8.0Comfort
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

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.

At time of arrival to the airport, there were plenty of kiosks open/running for checking and baggage tags. While waiting to drop my bag, a team member was checking everyone's IDs against their baggage tag to verify a match/compliance to save additional time when dropping it at the front of the line. This was actually a really big time saver and greatly appreciated! Once boarding was starting, the team member had a clear and audible voice with their announcements, with direct (yet friendly) instructions for the boarding process. Once actually boarding, the flight crew gave genuine greetings while walking on board and were very nice and attentive during the flight. The take-off and landing were one of the smoothest I've had in MANY of years. Kudos to the pilots! I literally cannot remember the last time a had such a smooth landing :D

No space for our carryon and needed to check at plane before boarding !

I had a front row middle. I am not a big person and I barely fit in between that seat! No place to put my arms, even though the guys on each side were not taking over the arm rests. It felt like a frontier flight (if that tells you everything )

Flight was ok. Boarding wasn’t fun. Flights were delayed by 12 minutes on each leg.

The open seating makes passengers boarding ahead of you think they also have the right to the empty middle seat. Trumper next to me refused to move her laptop bag from my leg area. I did not make a fuss since it was a short flight.

The flight was semi-full with enough space to spread out. Wonderful, smooth, and quick flight.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

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

Information on your arrival and departure airports

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