AED 228 Cheap flights from Phoenix to Chicago Midway

Compare Phoenix 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 to Chicago Midway

Looking for a cheap last-minute deal or the best round-trip flight from Phoenix to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.AED 228 per passenger.Departing Thu, Feb 19, returning Sun, Feb 22.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Phoenix Sky Harbor on Thu, Feb 19, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sun, Feb 22, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 228, select.

Chicago.AED 231 per passenger.Departing Fri, Jan 16, returning Sun, Jan 18.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Phoenix Sky Harbor on Fri, Jan 16, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sun, Jan 18, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 231, select.

Chicago.AED 477 per passenger.Departing Fri, Mar 6, returning Sun, Mar 8.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Phoenix Sky Harbor on Fri, Mar 6, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sun, Mar 8, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 477, select.

Chicago.AED 511 per passenger.Departing Fri, Jan 30, returning Sun, Feb 1.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Phoenix Sky Harbor on Fri, Jan 30, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Sun, Feb 1, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 511, select.

Chicago.AED 538 per passenger.Departing Thu, Feb 26, returning Tue, Mar 3.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Phoenix Sky Harbor on Thu, Feb 26, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Mar 3, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 538, select.

Chicago.AED 675 per passenger.Departing Thu, Dec 25, returning Wed, Jan 7.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Phoenix Sky Harbor on Thu, Dec 25, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Wed, Jan 7, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 675, select.

Chicago.AED 721 per passenger.Departing Thu, Feb 26, returning Tue, Mar 3.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Phoenix Sky Harbor on Thu, Feb 26, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Tue, Mar 3, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 721, select.

Chicago.AED 745 per passenger.Departing Wed, Jan 28, returning Sun, Feb 1.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Phoenix Sky Harbor on Wed, Jan 28, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, Feb 1, arriving in Phoenix Sky Harbor.Price includes taxes and charges.From AED 745, select.

Find the cheapest month to fly from Phoenix to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Phoenix to Chicago Midway flights are currently cheapest in February.

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Direct flights from Phoenix to Chicago Midway

Phoenix to Chicago Midway: Alternative routes

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

Phoenix to Chicago: Flight information

The things to know before you go.

Cheapest flight found	AED 228
Cheapest month to fly	February
Average flight time	3 hrs, 16 mins
Most popular airline	Southwest Airlines
Average flights per week	61

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

How much are round-trip flights from Phoenix to Chicago Midway?

The best price we found for a round-trip flight from Phoenix to Chicago Midway is AED 228. 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.

How long does it take to fly from Phoenix to Chicago Midway?

3 hours and 16 minutes is the average flight time from Phoenix to Chicago Midway.

Which airlines fly direct from Phoenix to Chicago Midway?

Southwest Airlines, Frontier Airlines and Volaris fly direct from Phoenix to Chicago Midway.

How many flights are there a week from Phoenix to Chicago Midway?

There are 61 flights per week flying from Phoenix to Chicago Midway, as of December 2025.

When is the cheapest time to fly from Phoenix to Chicago Midway?

The cheapest month to fly from Phoenix to Chicago Midway is usually February.

Which upcoming date is cheapest to fly from Phoenix to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Phoenix to Chicago Midway Airport on Thursday, February 19, 2026.

Can I get a direct flight from Phoenix to Chicago Midway Airport?

Yes – the average flight time is 3 hours and 16 minutes.

How can I find the best flight deal to Chicago Midway?

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.

When is the best time to book flights to Chicago?

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.

Which is the cheapest airline to fly with from Phoenix to Chicago Midway?

The cheapest airline that flies to Chicago Midway is Frontier Airlines.

Flying from Phoenix to Chicago Midway International Airport (MDW): What you need to know

Start your trip planning by looking up the ideal departure point for your flight from Phoenix to Chicago Midway International Airport (MDW). Explore the options for taking off from Phoenix Sky Harbor International Airport (PHX) or Phoenix-Mesa Gateway Airport (AZA), the city's main airports.
Chicago Midway International Airport is located in Chicago. The city runs on the UTC-5 timezone and is two hours ahead of Phoenix.
Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Be at the airport on time to catch your flight from Phoenix to MDW.
Delays at check-in and security are likely if you're traveling during high season, so give yourself a bit more breathing room. The recommendation for peak periods? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

Airports in Phoenix

Phoenix Scottsdale Municipal Airport (SCF)

SCF is about 32 kilometers from central Phoenix. If you're ride-sharing, driving or catching a cab from the center, it'll take 35 minutes or so to get there, depending on traffic. If you're using public transport, expect the journey time to be around 1 hour 55 minutes.
Want a relaxed start to your break? Stay near Phoenix Scottsdale Municipal Airport. Whether you're catching an early flight from Phoenix to Chicago Midway International Airport or just don't like being rushed, these hotels are just what you're after:

Phoenix Sky Harbor International Airport (PHX)

Planning to catch a flight from Phoenix Sky Harbor International Airport (PHX)? Direct Phoenix to Chicago Midway International Airport (MDW) flight tickets can be booked from here.
From PHX, direct flights from Phoenix to MDW can be booked with Southwest Airlines.
Southwest Airlines has the largest share of bookings on the PHX to MDW route.
Flights between Phoenix Sky Harbor International Airport and Chicago Midway International Airport are more likely to arrive on time with Southwest Airlines than with any other carrier.
With public transport, you can travel from central Phoenix to PHX in about 35 minutes. The airport is roughly 8 kilometers away, and getting there by car takes approximately 10 minutes.
Got a crack-of-dawn departure? Think about staying at one of these hotels near Phoenix Sky Harbor International Airport the day before your Phoenix to MDW flight:
Phoenix Sky Harbor International Airport has a solid reputation for punctual service. 82.57% of flights out of here meet their scheduled arrival times without fail.
PHX is located at 3400 Sky Harbor Boulevard.

Phoenix-Mesa Gateway Airport (AZA)

If you're making your way to AZA from central Phoenix, it'll take you about 40 minutes to get there by car. The drive to the airport is roughly 56 kilometers.
Make catching an early Phoenix to Chicago Midway International Airport flight the easiest part of your trip. Book a room at one of these hotels near Phoenix-Mesa Gateway Airport and get to your check-in counter feeling relaxed and unhurried:
Airports have an on-time performance rating that measures how often flights arrive when they should. At AZA, that rate is 78.65%.
The street address of Phoenix-Mesa Gateway Airport is 6033 S. Sossaman Rd..

About Chicago Midway International Airport (MDW)

Have a late flight from Phoenix to Chicago Midway International Airport? Don't let it stretch your travel day into tomorrow. Check in to one of these hotels near MDW and be in snooze mode sooner:
Travel at your own speed with a Chicago Midway International Airport rental car. Pick up your wheels from Dollar, Hertz or Budget and venture far and wide through Chicago and beyond.
Get the best deal by reserving your vehicle around four weeks before your Phoenix to Chicago Midway International Airport flight.
You'll find MDW at 5700 South Cicero.

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

The center of Chicago is about 14 kilometers from Chicago Midway International Airport. Journey times by car rental or cab will vary based on traffic conditions and time of day, so do a little research ahead of time.
Traveling on public transport will take you roughly 45 minutes.

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

The cheapest price we've found for a one-way ticket from Phoenix to Chicago Midway International Airport is AED 120. For a return flight on this route, the best price is AED 228. Depending on when you want to go and the availability, these fares could change.
Don't leave everything to the last minute. You're more likely to find cheap flights from Phoenix to MDW if you book in advance. Airlines often have some excellent early bird deals.
Affordable Phoenix to Chicago Midway International Airport tickets are easier to find when your dates are flexible. Try using the 'Whole month' search tool to compare fares across each month and then fly out on the cheapest day.
Snapping up a cheap flight ticket from Phoenix to MDW couldn't be easier with Price Alerts. Simply create one of these automatic alerts and we'll get in touch as soon as a lower fare pops up.
Filters make it easier to track down a bargain for your flight from Phoenix to Chicago Midway International Airport. Choose the flight times, carriers and stops that check all your boxes. Then sort the results by 'Cheapest' to bring up the lowest fares right away.

The best time to fly from Phoenix to Chicago Midway International Airport (MDW)

It's time to figure out your travel dates for your flight from Phoenix to Chicago Midway International Airport (MDW). July is the peak month for travel to Chicago. If you like things a bit more low-key, think about going in May.
The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Phoenix to MDW flight ticket then if you enjoy this type of weather.
Look for cheap tickets from Phoenix to Chicago Midway International Airport in January if you like traveling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Start your Chicago trip off on the right foot by choosing the ideal place to stay. After booking your flight from Phoenix to Chicago Midway International Airport, explore our range of hotels including:
All great vacations should include some sightseeing. Millennium Park, Lollapalooza and Art Institute of Chicago are attractions you won't want to skip in Chicago.

Explore more of the United States

You've visited Chicago, now it's time to explore more of the United States. Journey about 257 kilometers south-east to Indianapolis to check off its top attractions. From 9-11 Memorial to Lucas Oil Stadium and Eiteljorg Museum, your itinerary will be busy.
Milwaukee is another well-known destination in the United States and is around 137 kilometers north of Chicago. No journey is complete without seeing Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo.