Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

PHX - MDW

$39 Find cheap flights from Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix to Midway departing on 5/22. 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
0 bags
Sun 5/26
Sun 6/2

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Phoenix to Chicago, 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 Phoenix to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,738,066 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Phoenix to Midway (PHX-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Phoenix to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
10:00 am - 3:28 pmPHX-MDW
3h 28mnonstop
10:34 pm - 12:31 amMDW-PHX
3h 57mnonstop
$78Frontier
Find Deal
Sat, May 11 - Tue, May 14
6:30 am - 11:54 amPHX-MDW
3h 24mnonstop
9:10 pm - 8:24 amMDW-PHX
13h 14m1 stop
$84Frontier
Find Deal
Sat, May 18 - Tue, May 21
4:22 pm - 9:44 pmPHX-MDW
3h 22mnonstop
4:18 pm - 6:16 pmMDW-PHX
3h 58mnonstop
$87Frontier
Find Deal
Tue, May 7 - Sat, May 11
4:22 pm - 9:44 pmPHX-MDW
3h 22mnonstop
10:34 pm - 12:31 amMDW-PHX
3h 57mnonstop
$88Frontier
Find Deal
Tue, May 7 - Tue, May 14
5:01 am - 4:01 pmPHX-MDW
9h 00m1 stop
10:01 pm - 12:25 amMDW-PHX
28h 24m1 stop
$89Frontier
Find Deal
Wed, May 15 - Sat, May 18
6:12 pm - 5:50 amPHX-MDW
9h 38m1 stop
9:10 pm - 8:24 amMDW-PHX
13h 14m1 stop
$90Frontier
Find Deal
Sat, May 18 - Mon, May 20
6:30 am - 11:54 amPHX-MDW
3h 24mnonstop
5:11 am - 6:01 pmMDW-PHX
14h 50m1 stop
$93Frontier
Find Deal
Sat, May 18 - Mon, May 20
5:15 am - 10:36 amPHX-MDW
3h 21mnonstop
9:10 pm - 8:24 amMDW-PHX
13h 14m1 stop
$94Frontier
Find Deal
Fri, May 17 - Mon, May 20
5:15 am - 3:48 pmPHX-MDW
8h 33m1 stop
10:34 pm - 12:31 amMDW-PHX
3h 57mnonstop
$98Frontier
Find Deal
Sat, May 11 - Tue, May 14
12:40 am - 8:54 amPHX-MDW
6h 14m1 stop
7:06 pm - 11:18 pmMDW-PHX
6h 12m1 stop
$238Delta
Find Deal
Mon, Jun 24 - Tue, Jul 23

Flights from Phoenix to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Phoenix to Midway 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 Phoenix to Chicago Midway Airport?

The average price of all flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Phoenix to Chicago Midway Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport is February, where tickets cost $137 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $270 and $264 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 81 days before departure.

Which airlines provide the cheapest flights from Phoenix to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago Midway Airport from Phoenix were found on Frontier ($39) and Delta ($108), and the lowest round-trip tickets were found on Frontier ($78) and Delta ($238).

Which airlines fly non-stop between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $88. On average, the best prices for this route can be found at Frontier.

How many flights are there between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport per day?

Each day, there are between 8 and 12 nonstop flights that take off from Phoenix Sky Harbor Intl Airport and land in Chicago Midway Airport, with an average flight time of 3h 17m. The most common departure time is 5:00 pm and most flights take off in the morning. Each week, there are 75 flights. The most frequent day of departure is Monday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Phoenix to Chicago Midway Airport take?

Nonstop flights from Phoenix generally make it to Chicago Midway Airport in 3h 21m. The flying distance between the two cities is 1,440 miles.

What’s the earliest departure time from Phoenix to Chicago Midway Airport?

Early birds can take the earliest flight from Phoenix Sky Harbor Intl Airport at 5:05 am and will be landing in Chicago Midway Airport at 10:15 am.

What’s the latest departure time from Phoenix to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport jets off at 7:50 pm and lands at 1:05 am.

Good to know

Low season

February

High season

July

Cheapest flight

$39
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Phoenix 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
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 Phoenix to Chicago Midway Airport flights

  • 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.

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

    In the last 3 days, the lowest price for a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport was $39 for a one-way ticket and $78 for a round-trip.

  • Do I need a passport to fly between Phoenix and Chicago Midway 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 airports will I be using when flying from Phoenix to Chicago Midway Airport?

    Phoenix and Chicago Midway Airport are both served by 1 main airport. You will leave Phoenix from Phoenix Sky Harbor Intl and will be arriving at Chicago Midway.

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

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

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

    The Airbus A320neo is the aircraft model that flies most regularly on the Phoenix to Chicago Midway Airport flight route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Phoenix to Chicago are Delta and Frontier. With an average price for the route of $474 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $200 and an overall rating of 6.3.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Phoenix 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 Phoenix to Chicago Midway 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 Chicago Midway Airport with an airline and back to Phoenix with another airline. Booking your flights between Phoenix and MDW 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 Phoenix to Chicago Midway 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 Chicago Midway Airport from Phoenix up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from PHX to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $96 or less one-way and $100 or less round-trip.
  • 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
See more tips

Prefer to fly non-stop from Phoenix to Chicago Midway Airport?

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

Nonstop departures

Phoenix Sky Harbor Intl to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

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

Nonstop returns

Chicago Midway to Phoenix Sky Harbor Intl

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 3 airlines serving from Phoenix to Midway

 
See real verified KAYAK customer reviews for airlines flying from Phoenix to Chicago. 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 Phoenix to Midway? 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.
8.1
SouthwestOverall score based on 6173 reviews
8.7crew
8.3boarding
8.1comfort
7.8entertainment
7.4food
Airline reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

6.0 GoodTobin, Apr 2024PHX - BUR
Read more about Southwest reviews

The flight itself was good. Delays were the problem. Original flight was scheduled for 8:10 pm. Got notifications all day -- actual time is 8:40; then 8:25; then 8:35; then 8:45. Then once I get through security, it's actually 9:35.

The flight itself was good. We were delayed 1 1/2 hours which was not good.

Flight was fine but new boarding policy was a drag Xtra time passenger group And Waiting until entire bridge empties before calling a list preferred... Waste of time

Wish that they would space out the boarding a little. COVID is still around and is real. No entertainment. Miss the peanuts.

Horrible -,waited on the tarmac for an gr and a half

Cramped older 737. Noisy passengers nearby. Wish you would change and make KC a hub with a direct from OKC. Best new airport!

Multiple delays, poor communication of information and a 4 hour delay with multiple gate changes ...

Flight was delayed for 1 hour. Otherwise it was a fairly normal Southwest experience

Took a little longer than normal, but the process is clear and easy to understand.

Main flight attendant made light of the delay and presented some humor to lighten the tempestuous situation. Delayed flight took off 2 hours after scheduled time.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Phoenix to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Phoenix to Chicago found on KAYAK in the last 72 hours.
5/22Wed
nonstopFrontier
3h 21mPHX-MDW
$39
5/7Tue
nonstopFrontier
3h 22mPHX-MDW
$41
5/30Thu
1 stopDelta
6h 42mPHX-MDW
$108
9/23Mon
1 stopDelta
6h 01mPHX-MDW
$143
5/21Tue
2 stops
29h 27mPHX-MDW
$308
5/10Fri
3 stopsWestJet
19h 30mPHX-MDW
$313
5/21Tue
3 stops
29h 27mPHX-MDW
$314
5/24Fri
3 stopsWestJet
35h 26mPHX-MDW
$320
5/19Sun
2 stopsVolaris
20h 09mPHX-MDW
$401
5/29Wed
2 stopsVolaris
17h 50mPHX-MDW
$434

Search by stops

Search by airline

Search by price

Last minute flights from Phoenix to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Phoenix to Chicago that are departing in the next 10 days.
4/30Tue
multi-stopFrontier
5h 20mPHX-MDW
5/4Sat
nonstopFrontier
3h 58mMDW-PHX
$148
4/30Tue
nonstopFrontier
3h 22mPHX-MDW
5/4Sat
nonstopFrontier
3h 58mMDW-PHX
$156
4/26Fri
multi-stopFrontier
8h 46mPHX-MDW
4/30Tue
multi-stopFrontier
10h 59mMDW-PHX
$171
4/27Sat
nonstopFrontier
3h 28mPHX-MDW
5/4Sat
nonstopFrontier
3h 58mMDW-PHX
$173
4/27Sat
multi-stopFrontier
10h 57mPHX-MDW
5/31Fri
nonstopFrontier
3h 48mMDW-PHX
$177
4/27Sat
multi-stopFrontier
8h 33mPHX-MDW
5/4Sat
multi-stopFrontier
10h 41mMDW-PHX
$189
4/26Fri
multi-stop
18h 47mPHX-MDW
5/2Thu
multi-stop
16h 12mMDW-PHX
$1,178
4/30Tue
multi-stopDelta
8h 15mPHX-MDW
5/5Sun
multi-stopDelta
5h 51mMDW-PHX
$1,432
4/30Tue
multi-stopDelta
8h 15mPHX-MDW
5/4Sat
multi-stopDelta
9h 47mMDW-PHX
$1,666
4/27Sat
multi-stopDelta
8h 15mPHX-MDW
4/28Sun
multi-stopDelta
8h 54mMDW-PHX
$1,949

Search by stops

Search by airline

Search by price

Phoenix - Chicago Midway Airport Flights

Departure:

Phoenix (PHX)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Phoenix

Cabin classes:

$70