PHX - MDW

$112 Find Cheap Flights from Phoenix to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$234
Typical prices: $268-$448
Frontier
Sat 12/15Sat 12/22
PHX - MDW • 1 stop
Cheapest non-stop
$283
Typical prices: $271-$456
Southwest
Wed 12/19Thu 1/4
PHX - MDW • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 17m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 8 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 36% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $294 (round-trip)
Shortest trip • 8h 59m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Phoenix to Midway (PHX-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Phoenix to Midway

Tue, Dec 15 - Tue, Dec 22
Frontier Logo
9:29 pm - 9:45 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
11h 16m1 stop Dallas/Fort Worth
Frontier Logo
8:35 pm - 12:44 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
17h 09m1 stop Orlando
$234Frontier
Thu, Dec 10 - Wed, Dec 16
Frontier Logo
9:29 pm - 10:05 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
11h 36m1 stop Dallas/Fort Worth
Frontier Logo
10:40 am - 8:34 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 54m1 stop Dallas/Fort Worth
$235Frontier
Thu, Dec 10 - Wed, Dec 16
Frontier Logo
9:29 pm - 10:05 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
11h 36m1 stop Dallas/Fort Worth
Frontier Logo
10:40 am - 8:34 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 54m1 stop Dallas/Fort Worth
$235Frontier
Fri, Dec 4 - Fri, Jan 8
Frontier Logo
8:08 pm - 9:45 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
12h 37m1 stop Dallas/Fort Worth
Frontier Logo
9:51 am - 8:14 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
11h 23m1 stop Dallas/Fort Worth
$236Frontier
Sat, Dec 19 - Mon, Jan 4
Southwest Logo
5:15 pm - 9:30 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 15mnonstop
Southwest Logo
9:45 pm - 12:40 amMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
$283Southwest
Tue, Dec 29 - Tue, Jan 5
Southwest Logo
1:35 am - 5:45 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
Southwest Logo
8:50 pm - 11:40 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
$283Southwest
Thu, Dec 3 - Sat, Jan 9
Southwest Logo
1:35 am - 5:45 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
Southwest Logo
8:45 am - 11:45 amMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
4h 00mnonstop
$283Southwest
Wed, Dec 9 - Mon, Dec 14
Delta Logo
3:00 pm - 10:54 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:39 pm - 5:39 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 00m1 stop Minneapolis St Paul
$303Delta
Thu, Dec 17 - Mon, Dec 21
Delta Logo
6:00 am - 4:16 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
9h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 pm - 12:14 amMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 44m1 stop Minneapolis St Paul
$303Delta
Thu, Dec 31 - Wed, Jan 6
Delta Logo
11:30 pm - 8:49 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
8h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:59 pm - 10:17 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
9h 18m1 stop Detroit Metropolitan Wayne County
$303Delta
Booking Insights

Price, demand and travel trends for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

Round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport typically range from $268 to $448. The lowest price found in the past 5 days was $234, on Frontier.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. It’s 7% cheaper than the average day, while Sunday is the most expensive, with prices 18% higher.

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

•February is the cheapest month to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport at $218 round-trip.
•January ($432) and November ($427) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 98% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport the cheapest?

Flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport are cheapest 8 weeks before departure. Booking in this window typically costs about 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Phoenix to Midway

 
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.

Key details for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights

Low season

December

Cheapest flight

$112
Beat the crowds with an average 25% drop in travelers.
The most popular month to fly with an average 22% increase in travelers.
One-way flight from Phoenix Sky Harbor Intl Airport 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

Your Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    These are the earliest and latest flight times available from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport:

    • Earliest: departs at 1:25 am and lands at 4:42 am
    • Latest: departs at 9:25 pm and lands at 12:42 am.

    The flight takes about 3h 17m.

  • What cabin classes can I book on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Only Economy Class is available on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.

  • How long is a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    A nonstop flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport takes 3h 17m, covering 1,440 miles.

  • Do I need a passport to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight?

    Round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport range from $268 to $448, with an average of $338 over the past 12 months. Anything below $268 counts as a good deal.

  • How expensive are last-minute Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 30% above the $338 route average. Book 8 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $294 round-trip via Minneapolis St Paul (MSP), compared to $341 for nonstop.

  • What is the standard checked-bag allowance on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$92 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Boeing 737-800 Passenger/BBJ2 (winglets) variants.

  • How are flight departures from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights, with 40% of flights leaving in that window. Afternoon departures account for 20%, evening flights for 20%, and night flights for 20%.

  • Which airlines offer Wi-Fi on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

    JetBlue is the only airline on the Phoenix Sky Harbor Intl Airport to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport looking right now?

    One-way fares from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $134, which is 34% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport usually depart from Phoenix Sky Harbor Intl (PHX) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport pass through?

    One-stop flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport most commonly connect through:

    • Dallas/Fort Worth (DFW) - 57% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 36% of one-stop connections
    • Minneapolis St Paul (MSP) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 22% on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. Thursday is the cheapest departure day at $315 round-trip on average, while Sunday is the most expensive at $399, a difference of $84.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Only Southwest operates flights between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 6h 56m, compared with 8h 59m via Dallas/Fort Worth (DFW) and 9h 53m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour ahead of Phoenix Sky Harbor Intl Airport (Central Time vs Mountain Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

    Among airlines operating Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • 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.

Your guide to booking Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Sunday. On this route, Thursday flights average $315, about $84 less than Sunday fares (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 8 weeks before you fly. On this route, that window historically saves about 40% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Phoenix Sky Harbor Intl Airport to Chicago Midway Airport trip for February. Fares historically average $218 round-trip in that month - typically $214 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Minneapolis St Paul Airport (MSP) can be cheaper than flying direct. The cheapest layover option averages $294 round-trip on this route - about $47 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport
  • Even though the Phoenix sky harbor International Airport (PHX) is a hub for American and a focus city for Southwest, in recent years, PHX has serviced more Southwest passengers than American passengers. The Chicago Midway International Airport (MDW) is the second busiest airport to serve the Chicago metropolitan area, after Chicago O'Hare. MDW is a hub for Southwest.
  • Southwest, Frontier, and Delta offer single layover flights from PHX to MDW. Some layover cities for these flights include Kansas City, Omaha, Ontario, California, Atlanta, Detroit, Minneapolis, and Las Vegas. Spirit Airlines paired with Frontier and United paired with Delta offer flights from PHX to MDW with two stops.
  • If you are a traveling mom, you can go to one of the nursing stations at PHX, located landside and airside in each terminal. These nursing stations are quiet, private rooms featuring comfortable seating, an electrical outlet, a baby changing table, a sink, and a countertop.
  • If you need a quiet space as you wait for your flight to Chicago, stop by compassion Corner on level 3 of PHX in terminal 4. Compassion Corner comprises an interfaith chapel as well as a dementia friendly sensory room, an ideal place to realign before taking the long-haul flight to MDW.
  • As you make your way out of MDW, look around in order to soak in the renowned art collection displayed throughout the airport. Pieces of the public art program of the city of Chicago that you can see at MDW include murals, paintings, sculptures, and historically exhibits

Prefer to fly direct from Phoenix to Chicago Midway Airport?

 
Find which airlines fly direct from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Phoenix Sky Harbor Intl to Chicago Midway

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Direct returns

Chicago Midway to Phoenix Sky Harbor Intl

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Thursday

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Friday

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More options for your flight from Phoenix to Midway

Complete your trip to Midway with a hotel stay or car rental