MDW - PHX

$98 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 6/2. 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
$210
Typical prices: $308-$198
Frontier
Wed 8/12Wed 8/19
MDW - PHX • 1 stop
Cheapest non-stop
$255
Typical prices: $343-$261
Southwest
Sun 5/24Sat 5/30
MDW - PHX • 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 cut baggage costs.
Midway's compact terminal eases pre-flight navigation.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $210 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 3h 44m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $194 (round-trip)
Shortest trip • 5h 37m (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 26% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
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+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

Wed, Aug 12 - Wed, Aug 19
Frontier Logo
12:11 pm - 10:18 pm
MDW
-
PHX
12h 07m
1 stop
Frontier Logo
11:35 pm - 11:12 am
PHX
-
MDW
9h 37m
1 stop
$210Frontier
Wed, Jul 15 - Wed, Jul 22
Frontier Logo
12:11 pm - 10:18 pm
MDW
-
PHX
12h 07m
1 stop
Frontier Logo
11:23 pm - 11:07 am
PHX
-
MDW
9h 44m
1 stop
$217Frontier
Fri, Jun 26 - Fri, Jul 3
Frontier Logo
4:10 pm - 11:04 pm
MDW
-
PHX
8h 54m
1 stop
Frontier Logo
11:40 pm - 11:04 am
PHX
-
MDW
9h 24m
1 stop
$219Frontier
Wed, May 27 - Thu, May 28
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
$224Frontier
Sat, May 23 - Mon, May 25
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
Frontier Logo
11:30 pm - 11:12 am
PHX
-
MDW
9h 42m
1 stop
$225Frontier
Sat, May 16 - Tue, May 19
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
$226Frontier
Mon, Jun 29 - Fri, Jul 3
Frontier Logo
4:10 pm - 11:04 pm
MDW
-
PHX
8h 54m
1 stop
Frontier Logo
11:40 pm - 10:11 pm
PHX
-
MDW
20h 31m
1 stop
$228Frontier
Tue, Jun 2 - Sun, Jun 14
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
Frontier Logo
6:24 am - 3:15 pm
PHX
-
MDW
6h 51m
1 stop
$230Frontier
Sat, May 23 - Sat, May 30
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
$232Frontier
Sat, May 16 - Tue, May 19
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
Frontier Logo
6:30 am - 2:12 pm
PHX
-
MDW
5h 42m
1 stop
$236Frontier
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.

How much is a round-trip flight from Chicago Midway Airport to Phoenix Sky Harbor Intl 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 Chicago Midway Airport to Phoenix Sky Harbor Intl Airport departing in August.

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 Sundays 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 $192 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $333 and $327 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 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 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.
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 seasonSeptember
Cheapest flight$98
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 16% 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 $98 for a one-way ticket and $210 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 $332 and an overall rating of 7.9, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $233 and an overall rating of 5.6.

  • 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 $127 or less one-way and $299 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

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Phoenix Sky Harbor Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

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.
7.9
SouthwestOverall score based on 4305 reviews
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
8.6Crew
Airline reviews

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

2.0 MediocreJoshua, May 2026
TPA - LAS
Read more Southwest reviews

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

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!!!

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