PHX - MDW

$74 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 2/21. 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
$86
Overall average: $399
Frontier
Fri 2/20Sun 2/22
PHX - MDW • Non-stop
Cheapest one-way
$70
Typical prices: $129-$229
Frontier
Sat 2/21
PHX - MDW • 1 stop
Our travelers' advice
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
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 42% price drop
September
Most popular
Good to know
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+1
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We hope you love your trip to Midway!
Flight Deals
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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

Fri, Feb 20 - Sun, Feb 22
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
3:21 pm - 6:28 pm
MDW
-
PHX
4h 07mnonstop
$86Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
6:00 am - 3:27 pm
MDW
-
PHX
10h 27m
1 stop
$102Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
7:25 pm - 10:32 pm
MDW
-
PHX
4h 07mnonstop
$106Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
7:25 pm - 10:32 pm
MDW
-
PHX
4h 07mnonstop
$107Frontier
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
9:22 am - 2:49 pm
PHX
-
MDW
3h 27mnonstop
Frontier Logo
6:15 am - 8:12 am
MDW
-
PHX
3h 57mnonstop
$108Frontier
Fri, Apr 17 - Mon, Apr 20
Frontier Logo
9:22 am - 2:49 pm
PHX
-
MDW
3h 27mnonstop
Frontier Logo
6:15 am - 8:12 am
MDW
-
PHX
3h 57mnonstop
$113Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
5:05 am - 9:12 pm
PHX
-
MDW
15h 07m
1 stop
Frontier Logo
7:25 pm - 10:32 pm
MDW
-
PHX
4h 07mnonstop
$114Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
9:47 pm - 3:19 pm
PHX
-
MDW
16h 32m
1 stop
Frontier Logo
3:21 pm - 6:28 pm
MDW
-
PHX
4h 07mnonstop
$116Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
2:48 pm - 10:37 pm
PHX
-
MDW
6h 49m
1 stop
Frontier Logo
3:21 pm - 6:28 pm
MDW
-
PHX
4h 07mnonstop
$118Frontier
Thu, Feb 12 - Mon, Feb 16
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
3:24 pm - 6:31 pm
MDW
-
PHX
4h 07mnonstop
$122Frontier
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 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 March and January, where the average cost of round-trip tickets is $420 and $407 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 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 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$70
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 43% 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 $74 for a one-way ticket and $86 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 $351 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 $280 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 $128 or less one-way and $219 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

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest, Frontier

Southwest, Frontier

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

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest, Frontier

Southwest, Frontier

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 4268 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

Everything went smoothly and we even arrived a little bit early.

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

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

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.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

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