What are the cheapest airlines to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $113. Users have also found prices from $117 and $119 on Allegiant Air and Southwest, respectively.

What are the most popular airlines that fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

When booking a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport, you may want to consider flying on Delta, Frontier or Southwest as they are the most popular for this route.

What is the cheapest day to fly round-trip from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

Flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport lean towards being more expensive in December. Prices are generally better when you fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport in September, with the cheapest ticket starting at $68.

Can I find deals for flights from Sky Harbor Intl to Midway that include hotel bookings?

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

How can I find direct flights from Sky Harbor Intl to Midway?

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

Can I find deals for business class flights from Sky Harbor Intl to Midway?

Yes. Cheapflights offers flight deals from Sky Harbor Intl 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.

$113+ Flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

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1. Tell us where you want to go

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2. Select your favorite providers

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Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago Midway are usually found in September or October, booked 33 days in advance, depart on a Saturday or Friday and return on a Wednesday

Cheap flight deals from Sky Harbor Intl to Midway

Round-trip from	$206 (Cheapflightsfares)
One-way from	$113 (Cheapflightsfares)
Popular in	March
Cheapest in	September
Average price	$298
Good round-trip deal	$242 or less
Good one-way deal	$139 or less

From Phoenix Sky Harbor Intl to Chicago Midway

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One-way flight from Phoenix Sky Harbor Intl to Chicago Midway

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Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).

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Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Price to beat on a round-trip flight from Phoenix Sky Harbor Intl to Chicago Midway.

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Price to beat on a one-way flight from Phoenix Sky Harbor Intl to Chicago Midway.

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Find flight deals from Sky Harbor Intl to Midway

Cheapest flights from Sky Harbor Intl to Midway
Explore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Thu 9/184:35 pmPHX - MDW

Nonstop3h 26mFrontier

Sun 9/211:26 pmMDW - PHX

Nonstop3h 52mFrontier

Deal found 6/11

$206

Wed 8/135:40 pmPHX - MDW

Nonstop3h 20mSouthwest

Mon 8/185:35 amMDW - PHX

Nonstop3h 35mSouthwest

Deal found 6/10

$208

Thu 8/213:57 pmPHX - MDW

1 stop21h 05mAllegiant Air

Mon 8/259:32 amMDW - PHX

1 stop8h 03mAllegiant Air

Deal found 6/10

$231

Fri 7/1812:45 amPHX - MDW

1 stop6h 00mDelta

Sat 7/197:21 pmMDW - PHX

1 stop5h 46mDelta

Deal found 6/11

$257

Best flights from Sky Harbor Intl to Midway
Discover carefully curated flight deals from Sky Harbor Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Thu 7/102:11 pmPHX - MDW

Nonstop3h 30mFrontier

Thu 7/178:38 pmMDW - PHX

Nonstop3h 42mFrontier

Deal found 6/10

$206

Wed 8/135:40 pmPHX - MDW

Nonstop3h 20mSouthwest

Mon 8/185:35 amMDW - PHX

Nonstop3h 35mSouthwest

Deal found 6/10

$208

Thu 8/213:57 pmPHX - MDW

1 stop21h 05mAllegiant Air

Mon 8/259:32 amMDW - PHX

1 stop8h 03mAllegiant Air

Deal found 6/10

$231

Sat 8/96:00 amPHX - MDW

1 stop7h 27mDelta

Sat 8/169:15 amMDW - PHX

1 stop5h 19mDelta

Deal found 6/10

$237

Last-minute flights from Sky Harbor Intl to Midway
Discover last-minute flight deals from Sky Harbor Intl to Midway. Data last updated June 12, 2025 and is based on user searches.

Tue 6/177:30 pmPHX - MDW

Nonstop3h 20mSouthwest

Thu 7/246:40 pmMDW - PHX

Nonstop3h 40mSouthwest

Deal found 6/10

$347

Thu 6/1912:54 pmPHX - MDW

3 stops23h 09mMultiple Airlines

Sun 6/2211:45 amMDW - PHX

2 stops28h 02mMultiple Airlines

Deal found 6/11

$688

Fri 6/2012:38 pmPHX - MDW

1 stop8h 40mFrontier

Thu 6/268:38 pmMDW - PHX

Nonstop3h 49mFrontier

Deal found 6/9

$269

Fri 6/2012:45 amPHX - MDW

1 stop5h 59mDelta

Mon 6/309:24 amMDW - PHX

1 stop6h 22mDelta

Deal found 6/10

$387

Thu 7/102:11 pmPHX - MDW

Nonstop3h 30mFrontier

Thu 7/178:38 pmMDW - PHX

Nonstop3h 42mFrontier

Deal found 6/10

$206

Fri 7/1811:09 pmPHX - MDW

1 stop7h 35mDelta

Tue 7/221:09 pmMDW - PHX

1 stop6h 29mDelta

Deal found 6/11

$257

Tue 7/223:50 pmPHX - MDW

Nonstop3h 20mSouthwest

Wed 7/232:30 pmMDW - PHX

Nonstop3h 40mSouthwest

Deal found 6/11

$235

One-way flights from Sky Harbor Intl to Midway
Search for one-way flight options from Sky Harbor Intl to Midway. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Thu 7/242:11 pmPHX - MDW

Nonstop3h 30mFrontier

Deal found 6/11

$113

Sun 8/243:57 pmPHX - MDW

1 stop21h 05mAllegiant Air

Deal found 6/11

$117

Sat 7/196:35 pmPHX - MDW

Nonstop3h 20mSouthwest

Deal found 6/10

$119

Thu 6/2612:54 pmPHX - MDW

1 stop24h 02mMultiple Airlines

Deal found 6/10

$126

Fri 7/411:59 pmPHX - MDW

1 stop7h 42mDelta

Deal found 6/10

$149

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 7/10

2:11 pm-7:41 pm

Nonstop3h 30m

Chicago Midway

Thu 7/17

8:38 pm-10:20 pm

Nonstop3h 42m

$206

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 8/13

5:40 pm-11:00 pm

Nonstop3h 20m

Chicago Midway

Mon 8/18

5:35 am-7:10 am

Nonstop3h 35m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 8/21

3:57 pm-3:02 pm

1 stop21h 05m

Chicago Midway

Mon 8/25

9:32 am-3:35 pm

1 stop8h 03m

$231

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/9

6:00 am-3:27 pm

1 stop7h 27m

Chicago Midway

Sat 8/16

9:15 am-12:34 pm

1 stop5h 19m

$237

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 8/7

2:11 pm-7:41 pm

Nonstop3h 30m

$113

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 8/24

3:57 pm-3:02 pm

1 stop21h 05m

$117

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 7/19

6:35 pm-11:55 pm

Nonstop3h 20m

$119

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 6/26

12:54 pm-2:56 pm

1 stop24h 02m

$126

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 7/4

11:59 pm-9:41 am

1 stop7h 42m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Phoenix Sky Harbor Intl Airport to Chicago Midway Airport trip

Airlines

Frontier

Frontier offers extra comfort seats with 32” separation for a fee, enhancing travel comfort.

Frontier's Board First option is available for carry-on purchasers and elite members, ensuring early boarding.

Read more about Frontierby Marisa Garcia

Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.

Southwest's Early Bird check-in ensures priority boarding, available with Anytime fares.

Read more about Southwestby Marisa Garcia

Airports

PHX

PHX offers short security lines, often under 10 minutes, with live wait times displayed online for Terminal 4's checkpoints.

MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a cheap and convenient travel option.

Our travel experts

Marisa Garcia

Expert on Frontier and Southwest

Brandon Schultz

Expert on PHX

Ramsey Qubein

Expert on MDW

Best time to book a flight from Sky Harbor Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sky Harbor Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, April is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (average of $160). Flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 23% on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport by exploring options for tickets in the evening.

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

Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Midway by month

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

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

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,287 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,946 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Allegiant Air

7.3

Good

725 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Frontier

6.0

Okay

3,295 reviews

Southwest

8.0

Very good

4,287 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

What are the cheapest airlines flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport round-trip?
Currently priced at $206, Frontier will fly you from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Allegiant Air - these airlines can fly you to your destination from $208 and $231, respectively. Frontier is currently priced 27% below the average price you’ll pay for this route.
What are the cheapest airlines to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport one-way?
For one-way options, check prices for Frontier. According to our data, you can fly for as low as $113. Users have also found prices from $117 and $119 on Allegiant Air and Southwest, respectively.
What are the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Looking for the cheapest flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport? While on average our users pay $273, our data indicates the cheapest price to be $99. The most popular route (Phoenix Sky Harbor Intl - Chicago Midway), is priced around $199.
Can I find deals for flights from Sky Harbor Intl to Midway that include hotel bookings?
Yes. In addition to deals on Sky Harbor Intl to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Sky Harbor Intl to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sky Harbor Intl to Midway.
Can I find deals for business class flights from Sky Harbor Intl to Midway?
Yes. Cheapflights offers flight deals from Sky Harbor Intl 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 Sky Harbor Intl Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (average of $160). Flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

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Hammond

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Chesterton

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Top 3 airlines flying from Sky Harbor Intl to Midway

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$78	Average$215	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$197	Average$362	FlexibilityNo cancel fee	On-time63%
Delta	Cheapest$216	Average$295	FlexibilityNo cancel fee	On-timeN/A

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$113+ Cheap flights from Sky Harbor Intl (PHX) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Sky Harbor Intl to Midway with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago Midway are usually found in September or October, booked 33 days in advance, depart on a Saturday or Friday and return on a Wednesday

Cheap flight deals from Sky Harbor Intl to Midway

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Sky Harbor Intl to Midway

Cheapest flights from Sky Harbor Intl to MidwayExplore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

Cheapflights Fare Finder

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

The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights

Cheapflights partnered with top experts to bring you the best recommendations for your Phoenix Sky Harbor Intl Airport to Chicago Midway Airport trip

Airlines

Frontier

Southwest

Airports

PHX

MDW

Our travel experts

Best time to book a flight from Sky Harbor Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sky Harbor Intl with our price prediction graph.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Sky Harbor Intl to Midway. Price data was last updated on June 9, 2025.

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

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

Find hourly flight availability from Sky Harbor Intl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

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

Use this chart to determine the cheapest time to fly round-trip from Sky Harbor Intl to Midway. Price data was last updated on June 8, 2025.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 12, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from Sky Harbor Intl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

What are the cheapest airlines to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport one-way?

What are the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

Can I find deals for flights from Sky Harbor Intl to Midway that include hotel bookings?

How can I find direct flights from Sky Harbor Intl to Midway?

Can I find deals for business class flights from Sky Harbor Intl to Midway?

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

Traveling to a place near Phoenix Sky Harbor Intl Airport?

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Alternative routes for Sky Harbor Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Sky Harbor Intl to Midway

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Cheapest flights from Sky Harbor Intl to Midway
Explore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.