MDW - PHX

$57 Find Cheap Flights from Chicago Midway Airport to Phoenix Sky Harbor Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Phoenix departing on 3/8. 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 Phoenix Sky Harbor Intl Airport

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

Cheapest round-trip
$99
Overall average: $357
Frontier
Mon 3/2Fri 3/6
MDW - PHX • Non-stop
Cheapest one-way
$57
Typical prices: $158-$268
Frontier
Sun 3/8
MDW - PHX • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest's two free checked bags cut baggage costs.
Midway's compact terminal eases pre-flight navigation.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $208 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 28% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Midway to Phoenix (MDW-PHX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Phoenix 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 Midway to Phoenix

Mon, Mar 2 - Fri, Mar 6
Frontier Logo
7:25 pm - 10:32 pm
MDW
-
PHX
4h 07mnonstop
Frontier Logo
6:24 pm - 10:41 pm
PHX
-
MDW
3h 17mnonstop
$99Frontier
Fri, Feb 13 - Mon, Feb 23
Frontier Logo
8:58 pm - 12:08 am
MDW
-
PHX
4h 10mnonstop
Frontier Logo
7:26 pm - 11:44 pm
PHX
-
MDW
3h 18mnonstop
$100Frontier
Sun, Feb 8 - Sun, Feb 15
Frontier Logo
5:13 pm - 12:57 am
MDW
-
PHX
8h 44m1 stop
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
$101Frontier
Sun, Mar 8 - Sat, Mar 14
Frontier Logo
2:16 pm - 4:24 pm
MDW
-
PHX
4h 08mnonstop
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
$102Frontier
Sat, Mar 7 - Fri, Mar 13
Frontier Logo
2:16 pm - 5:24 pm
MDW
-
PHX
4h 08mnonstop
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
$103Frontier
Fri, Feb 27 - Thu, Mar 5
Frontier Logo
7:32 pm - 10:39 pm
MDW
-
PHX
4h 07mnonstop
Frontier Logo
7:33 pm - 11:51 pm
PHX
-
MDW
3h 18mnonstop
$105Frontier
Fri, Feb 6 - Fri, Feb 13
Frontier Logo
9:45 am - 11:08 pm
MDW
-
PHX
14h 23m1 stop
Frontier Logo
3:43 pm - 8:00 pm
PHX
-
MDW
3h 17mnonstop
$106Frontier
Sat, Mar 7 - Mon, Mar 16
Frontier Logo
2:16 pm - 5:24 pm
MDW
-
PHX
4h 08mnonstop
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
$107Frontier
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
3:26 pm - 6:33 pm
MDW
-
PHX
4h 07mnonstop
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
$108Frontier
Thu, Mar 5 - Sun, Mar 15
Frontier Logo
3:26 pm - 6:33 pm
MDW
-
PHX
4h 07mnonstop
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
$109Frontier
Booking Insights

KAYAK's insights & trends for Midway to Phoenix flights

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

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

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

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

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

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

The cheapest month for flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is January, where tickets cost $203 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $357 and $332 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Phoenix Sky Harbor Intl 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 $260 on average.

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

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

To get a below average price on the flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport, you should book around 3 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Expert advice

Expert advice for your flight from Midway to Phoenix

 
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.
Airlines
Southwest

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


Book with points and cash for flexibility if you lack enough points for a full redemption.

Frontier

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


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

Airports
MDW

Midway offers a compact and easy-to-navigate terminal with a variety of dining and shopping options, perfect for early arrivals.

PHX

Sky Harbor offers easy access to downtown Phoenix via the free Sky Train, connecting to light rail and bus services.

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 seasonSeptember
Cheapest flight$57
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago Midway Airport to Phoenix Sky Harbor Airport

When to book flights from Midway to Phoenix

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

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

  • How do I get to MDW from downtown Chicago?

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

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

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

  • Does PHX have any baby care facilities?

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

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

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

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport was $57 for a one-way ticket and $99 for a round-trip.

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

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

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Phoenix are Southwest and Frontier. With an average price for the route of $361 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 $207 and an overall rating of 5.7.

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

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

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

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

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

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

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

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

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $145 or less one-way and $199 or less round-trip.
  • If you plan on leaving your car at Chicago Midway International Airport (MDW), please compare the prices charged by airport parking and those charged by other offsite parking facilities. In most cases, offsite parking lots are usually cheaper than airport parking and you could end up saving a few dollars from that.
  • Other than MDW, Chicago is also served by O’Hare International Airport (ORD) which is one of the major hubs in the city. For better amenities and more flight options, you can book a flight that departs from ORD. However, you are likely to experience long lines since ORD is generally busier than MDW.
  • Phoenix Sky Harbor International Airport (PHX) has an interfaith chapel where you can practice your faith while at the airport. This chapel is located on Level 3 of Terminal 4 and is open 24 hours a day.
  • MDW Airport has a dedicated information desk where travelers can seek help on anything including directions around the airport and the procedures you need to follow when checking in. This desk is located at the entrance of the Main Terminal.
  • PHX has three children’s play areas in the airport; two in Terminal 3, at the end of the north and south concourses, and another in Terminal 4 near Gate B19.

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

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

Direct departures

Chicago Midway to Phoenix Sky Harbor Intl

Monday

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

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

Reviews of the top airlines flying from Midway to Phoenix

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Phoenix. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Phoenix? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4250 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

Pretty seamless, just a tad bit late in taking off and landing.

8.0 ExcellentSudhir, Jan 2026
MCI - LGA
Read more Southwest reviews

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

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.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

I loved the staff on the plane. So friendly and helpful! However, there was an argument and misunderstanding by the staff and a customer at the gate, and the staff member was being unprofessional. When we arrived in Atlanta, we waited 1.5 hrs for our luggage to arrive. When I asked the airport attendant, they said Frontier had the longest wait for luggage out of any airlines, and that they could not be held responsible for the delay.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

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

Other airlines flying to Phoenix

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