PHX - MDW

$127 Find Cheap Flights from Phoenix to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$241
Typical prices: $229-$407
Southwest
Fri 12/7Thu 1/11
PHX - MDW • Non-stop
Cheapest non-stop
$245
Typical prices: $231-$415
Southwest
Wed 10/10Fri 10/12
PHX - MDW • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 3h 15m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $261 (round-trip)
Shortest trip • 6h 56m (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

Mon, Dec 7 - Mon, Jan 11
Southwest Logo
6:05 pm - 10:20 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 15mnonstop
Southwest Logo
8:20 am - 1:30 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 10m1 stop Louisville Intl
$241Southwest
Tue, Oct 20 - Mon, Oct 26
Southwest Logo
8:20 am - 4:00 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
5h 40m1 stop El Paso
Southwest Logo
6:05 am - 9:40 amMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
5h 35m1 stop Denver Intl
$241Southwest
Thu, Nov 26 - Tue, Dec 1
Delta Logo
7:05 am - 3:12 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
7h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 pm - 12:29 amMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
7h 59m1 stop Minneapolis St Paul
$241Delta
Mon, Oct 19 - Mon, Oct 26
Southwest Logo
4:45 pm - 12:40 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
5h 55m1 stop San Diego
Southwest Logo
7:15 pm - 9:00 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 45mnonstop
$241Southwest
Mon, Oct 19 - Mon, Oct 26
Southwest Logo
4:45 pm - 12:40 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
5h 55m1 stop San Diego
Southwest Logo
9:25 pm - 11:15 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
$241Southwest
Sat, Oct 17 - Mon, Oct 19
Frontier Logo
5:01 am - 2:35 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
7h 34m1 stop Dallas/Fort Worth
Frontier Logo
1:12 pm - 10:59 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
11h 47m1 stop Dallas/Fort Worth
$248Frontier
Sat, Oct 24 - Fri, Oct 30
Frontier Logo
5:01 am - 2:35 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
7h 34m1 stop Dallas/Fort Worth
Frontier Logo
12:20 pm - 11:00 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 40m1 stop Dallas/Fort Worth
$252Frontier
Tue, Oct 27 - Thu, Oct 29
Frontier Logo
8:59 pm - 5:47 pmPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
18h 48m2 stops Denver Intl Atlanta Hartsfield-Jackson
Frontier Logo
12:20 pm - 11:00 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 40m1 stop Dallas/Fort Worth
$252Frontier
Wed, Oct 28 - Thu, Oct 29
Delta Logo
12:50 am - 8:44 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
5h 54m1 stop Minneapolis St Paul
Delta Logo
5:31 pm - 11:21 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
7h 50m1 stop Minneapolis St Paul
$254Delta
Mon, Oct 26 - Mon, Nov 2
Delta Logo
11:32 pm - 10:03 amPHX  Phoenix Sky Harbor Intl-MDW Chicago Midway
8h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:27 pm - 8:18 pmMDW  Chicago Midway-PHX Phoenix Sky Harbor Intl
7h 51m1 stop Detroit Metropolitan Wayne County
$255Delta
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 from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport 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 start at $241. Prices are typical for this route right now, with typical round-trip fares ranging from $229 to $407. The lowest price found in the past 5 days was $241 on Southwest.

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

Thursday is the cheapest day of the week to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, it is 18% cheaper than the average day. Sunday is the most expensive day with flight prices 8% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is 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 July ($426) 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 prices 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 5 weeks before departure. Booking in this window typically costs about 36% 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

January

Cheapest flight

$127
Best time to beat the crowds but there is an average 36% increase in price.
Most popular time to fly and prices are also 13% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • 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.

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

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

  • 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 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 travelers should check the fare details before booking.

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

    Two cabin classes are available on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport:

    • Economy Class
    • First Class

  • 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 $261 round-trip via Denver Intl (DEN), compared to $318 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.

  • 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:

    • Atlanta Hartsfield-Jackson (ATL) - 40% of one-stop connections
    • Dallas/Fort Worth (DFW) - 33% of one-stop connections
    • Denver Intl (DEN) - 20% of one-stop connections
    • Minneapolis St Paul (MSP) - 7% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 25% on the Phoenix Sky Harbor Intl Airport to Chicago Midway Airport route. Thursday is the cheapest departure day at $260 round-trip on average, while Sunday is the most expensive at $343, a difference of $83. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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 43% of flights leaving in that window. Afternoon departures account for 29%, evening flights for 14%, and night flights for 14%.

  • 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 River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • 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 12:35 am and lands at 3:50 am
    • Latest: departs at 9:25 pm and lands at 12:40 am.

    The flight takes about 3h 15m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 27% above the route average of $317. Book 5 weeks before departure for the lowest fares.

  • 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 15m, 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 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 $131, which is 31% below the typical average for this route.

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

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 6h 07m, compared with 6h 56m via Minneapolis St Paul (MSP) and 8h 22m via Dallas/Fort Worth (DFW).

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

    Chicago Midway Airport is 2 hours 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 car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • 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 $229 to $407, with an average of $317 over the past 12 months. Anything below $229 counts as a good deal.

  • 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.

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 can be flexible, aim for a Thursday departure instead of Sunday. On this route, Thursday flights average $260 - about $83 less than Sunday (24% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 5 weeks before you fly. On this route, that window historically saves about 36% 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 Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $261 round-trip on this route - about $57 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
  • 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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Direct returns

Chicago Midway to Phoenix Sky Harbor Intl

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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