MDW - PHX

$82 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 11/10. 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
$161
Overall average: $257
Frontier
Mon 11/10Thu 11/13
MDW - PHX • 1 stop
Cheapest non-stop
$162
Typical prices: $263-$483
Frontier
Sun 12/21Tue 12/30
MDW - PHX • Non-stop
Our travelers' advice
AI-generated summary based on content written by travel experts
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
Frontier
Cheapest • from $161 (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 37% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 21% 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

Cheap Flights from Midway to Sky Harbor Intl (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 Sky Harbor Intl 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, Nov 10 - Thu, Nov 13
Frontier Logo
12:30 pm - 7:33 pmMDW-PHX
8h 03m1 stop
Frontier Logo
12:58 pm - 5:22 pmPHX-MDW
3h 24mnonstop
$161Frontier
Find Deal
Tue, Jan 13 - Sun, Jan 18
Frontier Logo
12:25 pm - 4:08 pmMDW-PHX
28h 43m2 stops
Frontier Logo
9:05 am - 8:05 pmPHX-MDW
10h 00m1 stop
$162Frontier
Find Deal
Thu, Dec 4 - Sun, Dec 7
Frontier Logo
7:23 pm - 3:18 pmMDW-PHX
20h 55m1 stop
Frontier Logo
10:26 pm - 11:08 amPHX-MDW
11h 42m1 stop
$163Frontier
Find Deal
Sat, Nov 1 - Sat, Nov 8
Frontier Logo
6:30 am - 7:41 pmMDW-PHX
15h 11m1 stop
Frontier Logo
9:30 am - 1:57 pmPHX-MDW
3h 27mnonstop
$164Frontier
Find Deal
Tue, Dec 23 - Tue, Dec 30
Frontier Logo
11:29 am - 2:26 pmMDW-PHX
3h 57mnonstop
Frontier Logo
6:00 am - 10:19 amPHX-MDW
3h 19mnonstop
$165Frontier
Find Deal
Tue, Dec 9 - Tue, Dec 16
Southwest Logo
5:25 am - 8:15 amMDW-PHX
3h 50mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$183Southwest
Find Deal
Sat, Dec 13 - Wed, Dec 17
Southwest Logo
5:15 am - 8:05 amMDW-PHX
3h 50mnonstop
Southwest Logo
6:40 pm - 10:55 pmPHX-MDW
3h 15mnonstop
$187Southwest
Find Deal
Tue, Jan 6 - Sat, Jan 10
Southwest Logo
7:50 pm - 10:45 pmMDW-PHX
3h 55mnonstop
Southwest Logo
4:55 pm - 9:10 pmPHX-MDW
3h 15mnonstop
$191Southwest
Find Deal
Tue, Dec 9 - Tue, Dec 16
Southwest Logo
1:55 pm - 6:00 pmMDW-PHX
5h 05m1 stop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$192Southwest
Find Deal
Wed, Nov 19 - Mon, Nov 24
Multiple Airlines Logo
1:56 pm - 11:38 amMDW-PHX
22h 42m3 stops
Multiple Airlines Logo
10:25 am - 2:48 pmPHX-MDW
3h 23mnonstop
$195Multiple Airlines
Find Deal
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 $219 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $371 and $318 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 $258 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 37% 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

 
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
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.

Read more about Southwestby Blane Bachelor
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.

Read more about Frontierby Stefanie Waldek
Airports
MDW

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

Read more about MDWby Stefanie Waldek
PHX

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

Read more about PHXby Laura Ratliff
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$85
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 32% 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 $85 for a one-way ticket and $161 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, Alaska Airlines, JetBlue, 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 $368 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 $218 and an overall rating of 5.8.

  • 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 $189 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, Frontier

Southwest, Frontier

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

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, Frontier

Southwest, Frontier

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

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 4237 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

10.0 ExcellentStacy, Oct 2025SMF - DEN
Read more Southwest reviews

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

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

Other airlines flying to Phoenix

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