Midway

$122+ Cheap flights from Phoenix to Midway (MDW)

PHX — MDW
Dec 9 — Dec 161
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Phoenix to Chicago Midway are usually found in April or May, booked 20 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Phoenix to Midway

Cheapest flights from Phoenix to Midway

Fri 12/48:08 pm -
1 stop12h 37m
Wed 12/910:40 am -
1 stop10h 51m
Deal found 11/5$235
Fri 12/48:08 pm -
1 stop12h 37m
Fri 12/1111:00 am -
1 stop10h 34m
Deal found 11/5$236
Mon 12/2110:53 pm -
1 stop19h 37m
Wed 12/308:35 pm -
1 stop17h 09m
Deal found 11/4$238
Thu 12/109:29 pm -
1 stop11h 36m
Wed 12/308:35 pm -
1 stop17h 09m
Deal found 11/4$248
Sun 12/139:29 pm -
1 stop11h 16m
Wed 12/1610:40 am -
1 stop10h 54m
Deal found 11/4$256
Fri 12/48:08 pm -
1 stop12h 37m
Mon 12/710:40 am -
1 stop10h 54m
Deal found 11/5$257
Tue 12/83:11 pm -
2 stops17h 34m
Sat 12/1210:40 am -
2 stops12h 29m
Deal found 11/6$261
Sat 12/1910:53 pm -
1 stop19h 37m
Wed 1/1310:46 am -
1 stop10h 39m
Deal found 11/6$268

Find flight deals from Phoenix to Midway

Round-trip from

$235
(Mytrip)

One-way from

$122
(Kiwi.com)

Popular in

November

Cheapest in

April

Average price

$524
From Phoenix to Chicago Midway
One-way flight from Phoenix to Chicago Midway
Highest demand for flights based on searches. 11% potential increase in price ($49 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Phoenix to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Thu 2/18

1:25 am-5:45 am

Nonstop3h 20m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Thu 12/24

6:05 pm-10:25 pm

Nonstop3h 20m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142
Quickest round-trip

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Thu 11/26

10:35 am-2:45 pm

Nonstop3h 10m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Fri 2/12

12:30 pm-6:15 pm

1 stop4h 45m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$147

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Tue 12/1

11:59 pm-9:37 am

1 stop8h 38m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$152

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Fri 12/18

6:25 pm-12:15 am

1 stop4h 50m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$152

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Mon 1/25

7:00 am-1:20 pm

1 stop5h 20m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$152

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Fri 2/26

1:25 am-5:45 am

Nonstop3h 20m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$153

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Sat 2/20

11:00 am-4:35 pm

1 stop4h 35m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$158

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Wed 1/20

7:20 am-4:53 pm

1 stop8h 33m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 23 resultsSorted by cheapest first
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Best time to book a flight from Phoenix to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Phoenix with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Phoenix to Chicago Midway Airport

What is the cheapest month to book a flight from Phoenix to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $216). Flying from Phoenix to Chicago Midway Airport in November is currently the most expensive (average of $524). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PHX to MDW?

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Phoenix to Chicago Midway Airport by exploring options for tickets in the afternoon.

Weekly flight availability from Phoenix to Chicago Midway Airport

The most flights from PH1 to MDW are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Phoenix to Chicago Midway Airport?

Airfare is below average for this route at the moment.
Phoenix to Chicago Midway Airport flights typically cost between $367 and $712 in December.
The cheapest round-trip price found within the last 5 days was $235 on Frontier (Dec 4-Dec 9).

How far ahead should I book a flight from Phoenix to Chicago Midway Airport?

The best time to book flights from Phoenix to Chicago Midway Airport is 19 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Phoenix to Chicago Midway Airport?

Travelers seeking maximum savings on their Phoenix to Chicago Midway Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

See what other customers who have flown with Southwest and Frontier from Phoenix to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.4

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Entertainment

7.4

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Entertainment

7.4

Comfort

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • How long is the flight from Phoenix to Chicago Midway Airport?

    Airlines like Southwest and Delta fly from Phoenix to Chicago Midway Airport in about 3h 10m. The time it takes to get you to your destination can typically vary by up to 5h 08m. The distance from Phoenix to Chicago Midway Airport is about 1440 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Phoenix to Chicago Midway Airport round-trip?

    Frontier, at $62, was found to be the cheapest airline from Phoenix to Chicago Midway Airport. An alternate airline flying to your destination would be Southwest. Frontier is currently priced 84% below the average price you’ll pay for this route.

  • What are the cheapest flights from Phoenix to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $159. While the most popular route (Phoenix Sky Harbor Intl - Chicago Midway) can be booked for $283 on average, our data indicates $412 when flying from Phoenix to Chicago Midway Airport.

  • Can I find deals for flights from Phoenix to Midway that include hotel bookings?

    Yes. In addition to deals on Phoenix to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Phoenix to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Phoenix to Midway.

  • Can I find deals for business class flights from Phoenix to Midway?

    Yes. Cheapflights offers flight deals from Phoenix to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Phoenix to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $216). Flying from Phoenix to Chicago Midway Airport in November is currently the most expensive (average of $524). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Phoenix to Midway

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$239FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$254Average$420FlexibilityNo cancel feeOn-time63%

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