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Cheap flights from Phoenix Sky Harbor to Chicago Midway

Compare Phoenix Sky Harbor to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Phoenix Sky Harbor Airport to Chicago Midway Airport

Looking for a cheap last-minute deal or the best return flight from Phoenix Sky Harbor Airport to Chicago Midway Airport? If you want to travel next month, return fares start from P6,747. Find the lowest prices on one-way and return tickets right here.
Chicago.P2,961 per passenger.Departing Thu, 30 Apr.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Phoenix Sky Harbor on Thu, 30 Apr, arriving in Chicago Midway.Price includes taxes and charges.From P2,961, select.
Chicago.P4,835 per passenger.Departing Tue, 5 May.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Phoenix Sky Harbor on Tue, 5 May, arriving in Chicago Midway.Price includes taxes and charges.From P4,835, select.
Chicago.P6,345 per passenger.Departing Wed, 3 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Phoenix Sky Harbor on Wed, 3 Jun, arriving in Chicago Midway.Price includes taxes and charges.From P6,345, select.
Chicago.P7,156 per passenger.Departing Sat, 2 May.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Sat, 2 May, arriving in Chicago Midway.Price includes taxes and charges.From P7,156, select.
Chicago.P7,546 per passenger.Departing Sat, 11 Jul.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Phoenix Sky Harbor on Sat, 11 Jul, arriving in Chicago Midway.Price includes taxes and charges.From P7,546, select.
Chicago.P7,691 per passenger.Departing Sat, 11 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Sat, 11 Jul, arriving in Chicago Midway.Price includes taxes and charges.From P7,691, select.
Chicago.P7,691 per passenger.Departing Sat, 1 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Sat, 1 Aug, arriving in Chicago Midway.Price includes taxes and charges.From P7,691, select.
Chicago.P7,700 per passenger.Departing Wed, 3 Jun.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Wed, 3 Jun, arriving in Chicago Midway.Price includes taxes and charges.From P7,700, select.
Chicago.P7,721 per passenger.Departing Wed, 23 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Wed, 23 Sep, arriving in Chicago Midway.Price includes taxes and charges.From P7,721, select.
Chicago.P8,283 per passenger.Departing Tue, 27 Oct.One-way flight with Delta.Outbound indirect flight with Delta, departs from Phoenix Sky Harbor on Tue, 27 Oct, arriving in Chicago Midway.Price includes taxes and charges.From P8,283, select.
Chicago.P8,460 per passenger.Departing Mon, 30 Mar.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Phoenix Sky Harbor on Mon, 30 Mar, arriving in Chicago Midway.Price includes taxes and charges.From P8,460, select.
Chicago.P9,563 per passenger.Departing Tue, 27 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Phoenix Sky Harbor on Tue, 27 Oct, arriving in Chicago Midway.Price includes taxes and charges.From P9,563, select.
Chicago.P10,155 per passenger.Departing Mon, 4 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Phoenix Sky Harbor on Mon, 4 Jan, arriving in Chicago Midway.Price includes taxes and charges.From P10,155, select.

Find the cheapest month to fly from Phoenix Sky Harbor to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Phoenix Sky Harbor to Chicago Midway flights are currently cheapest in April.
Mar
from P8,460
Apr
from P2,961
May
from P4,835
Jun
from P6,345
Jul
from P7,546
Aug
from P7,691
Sep
from P7,721
Oct
from P8,283
Nov
Find prices
Dec
Find prices
Jan
from P10,155
Feb
Find prices

Direct flights from Phoenix Sky Harbor to Chicago Midway

Phoenix Sky Harbor to Chicago Midway: Alternative routes

Compare routes from Phoenix Sky Harbor to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
ClosestCheapest
from P2,961
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Chicago O'Hare International

25km from central Chicago
from P4,098
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Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from P9,010
Search flights

Phoenix to Chicago: Flight information

The things to know before you go.
Cheapest flight foundP2,961
Cheapest month to flyApril
Average flight time3 hrs, 17 mins
Most popular airlineSouthwest Airlines
Average flights per week67

Finding cheap flights from Phoenix Sky Harbor to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Phoenix Sky Harbor to Chicago Midway is P4,948. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 17 minutes is the average flight time from Phoenix Sky Harbor to Chicago Midway.
Southwest Airlines, Frontier Airlines and Volaris fly direct from Phoenix Sky Harbor to Chicago Midway.
As of March 2026, there are 67 flights per week flying from Phoenix Sky Harbor to Chicago Midway.
The cheapest month to fly from Phoenix Sky Harbor to Chicago Midway is usually April.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Phoenix Sky Harbor Airport to Chicago Midway Airport on Thursday, 23 April 2026.
Yes – the average flight time is 3 hours and 17 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago Midway.

Flying from Phoenix Sky Harbour International Airport (PHX) to Chicago Midway International Airport (MDW): what you need to know

  • The average duration of a direct flight from Phoenix Sky Harbour International Airport to Chicago Midway International Airport is 3 hours 20 minutes.

  • Chicago's timezone is UTC-5, making Chicago two hours ahead of Phoenix.

  • Each week, there are 46 Phoenix Sky Harbour International Airport to Chicago Midway International Airport flights. If you want to take off as early as possible, go for the 05:00 Southwest Airlines flight. If you're eager to make the most of your time before flying, the latest flight is at 21:25 with Southwest Airlines.

  • Your PHX to MDW flight won't wait if you're late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.

  • Travelling during a peak time such as July? Public holidays and other popular periods can lead to longer queues and delays at check-in and security. Play things extra safe and get there up to four hours before international flights and two hours before a domestic departure.

  • Frontier Airlines offers direct flights from Phoenix Sky Harbour International Airport to Chicago Midway International Airport. Book with this popular airline, then get ready to check out the sights in Chicago — and maybe even more of United States if you have time.

  • The majority of travellers choose to fly with Frontier Airlines on this route.

  • With a reliable 83.45% of services arriving as planned, Southwest Airlines is the most punctual carrier for PHX to MDW flights.

  • Consider adding a stopover when booking your ticket from Phoenix Sky Harbour International Airport to Chicago Midway International Airport. Simply uncheck 'Direct flights only' to break up your trip, or perhaps explore a new destination along the way. Here are some options between PHX and MDW:

    • Eppley Airfield Airport

    • Albuquerque International Sunport Airport

    • Denver International Airport

How to find the cheapest flights from Phoenix Sky Harbour International Airport (PHX) to Chicago Midway International Airport (MDW)

  • The lowest price we've seen for a one-way Phoenix Sky Harbour International Airport to Chicago Midway International Airport flight is P2,961. A round-trip fare is currently P4,948. Depending on the availability when you book, these fares may change.

  • Book six months before you want to fly. After crunching the numbers on our calendar, this is how far you'll want to book ahead to find cheap tickets from PHX to MDW.

  • The cheapest month for flights from Phoenix Sky Harbour International Airport to Chicago Midway International Airport is May. Use the 'Whole month' tool to find the lowest prices if you have flexible travel dates.

  • Never miss a deal on cheap flights from PHX to MDW by setting up a Price Alert. We'll send you an email or notification through the app when fares go down.

  • Tailor your trip with filters. Select your arrival and departure times, total journey duration and airlines. You can also sort the results by 'Cheapest,' 'Fastest' or 'Best' flights from Phoenix Sky Harbour International Airport to Chicago Midway International Airport.

Handy information about Phoenix Sky Harbour International Airport (PHX)

  • The address for PHX is 3400 Sky Harbour Boulevard.

  • Phoenix Sky Harbour International Airport maintains a strong on-time performance, so you're less likely to experience disruptions. Departures from PHX arrive on schedule 82.57% of the time.

  • To get to Phoenix Sky Harbour International Airport from central Phoenix, it'll take about 10 minutes if you're travelling by car. Of course, this depends on traffic conditions. It's approximately 8 kilometres from the airport to the city centre.

  • The trip on public transport usually takes 35 minutes.

  • Get your travels off to a relaxed start by staying near PHX. Whether you're taking an early flight from Phoenix Sky Harbour International Airport to Chicago Midway International Airport or want to avoid feeling rushed, these hotels are the answer:

Arriving at Chicago Midway International Airport (MDW)

  • If you're getting in on a late Phoenix Sky Harbour International Airport to Chicago Midway International Airport flight, few things beat the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and sleeping not long after at one of these hotels near MDW:

  • Explore without limits with a Chicago Midway International Airport rental car. Book your wheels from Dollar, Hertz or Budget and experience more of Chicago and beyond.

  • For the best deal, reserve your vehicle from Chicago Midway International Airport about four weeks before your trip.

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • Chicago Midway International Airport to central Chicago has a drive time of about 20 minutes. It's approximately 19 kilometres away.

  • It typically takes 45 minutes if you're travelling by public transport.

When to fly to Chicago Midway International Airport (MDW)

  • It's time to plan your travel dates for your flight from Phoenix Sky Harbour International Airport to Chicago Midway International Airport. July is the most popular month to visit Chicago. If you'd like a more relaxed vibe, go in May.

  • The warmest month in Chicago is July, with the temperature ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your flights from Phoenix Sky Harbour International Airport to Chicago Midway International Airport in this month if this is the kind of weather you like.

  • Look for cheap tickets from PHX to MDW in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be discovered after you've seen Chicago. Around 451 kilometres away to the south-east, top sights here include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No journey is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Phoenix to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.