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Cheap flights from Phoenix Sky Harbor Intl Airport to Chicago from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Phoenix Sky Harbor Intl Airport to Chicago departing on 8/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:50 pm - 11:07 am
PHX
-
MDW
11h 17m
1 stop
Frontier Logo
6:41 pm - 10:59 pm
MDW
-
PHX
6h 18m
1 stop
$232Frontier
Sat, Aug 1 - Sat, Aug 8
Frontier Logo
9:50 pm - 11:07 am
PHX
-
MDW
11h 17m
1 stop
Frontier Logo
5:46 pm - 10:59 pm
MDW
-
PHX
7h 13m
1 stop
$236Frontier
Sat, Jul 18 - Tue, Jul 21
Frontier Logo
6:24 am - 5:26 pm
PHX
-
MDW
9h 02m
1 stop
Frontier Logo
12:11 pm - 7:44 pm
MDW
-
PHX
9h 33m
1 stop
$240Frontier
Sat, Aug 8 - Wed, Aug 12
Delta Logo
9:42 am - 6:01 pm
PHX
-
MDW
6h 19m
1 stop
Delta Logo
9:24 am - 1:50 pm
MDW
-
PHX
6h 26m
1 stop
$242Delta
Sat, Aug 15 - Mon, Aug 17
Frontier Logo
6:00 am - 4:42 pm
PHX
-
MDW
8h 42m
1 stop
Frontier Logo
4:10 pm - 11:04 pm
MDW
-
PHX
8h 54m
1 stop
$246Frontier
Sat, Jun 6 - Sat, Jun 13
Southwest Logo
12:25 pm - 5:40 pm
PHX
-
MDW
3h 15mnonstop
Southwest Logo
5:40 am - 7:15 am
MDW
-
PHX
3h 35mnonstop
$247Southwest
Wed, Aug 26 - Sun, Aug 30
Frontier Logo
11:23 pm - 11:07 am
PHX
-
MDW
9h 44m
1 stop
Frontier Logo
12:11 pm - 7:44 pm
MDW
-
PHX
9h 33m
1 stop
$249Frontier
Fri, Jul 10 - Wed, Jul 15
Delta Logo
11:05 pm - 9:17 am
PHX
-
MDW
8h 12m
1 stop
Delta Logo
5:10 pm - 10:41 pm
MDW
-
PHX
7h 31m
1 stop
$251Delta
Thu, Aug 20 - Mon, Aug 24
Frontier Logo
11:40 pm - 11:12 am
PHX
-
MDW
9h 32m
1 stop
Frontier Logo
4:10 pm - 11:04 pm
MDW
-
PHX
8h 54m
1 stop
$252Frontier
Sat, Jun 13 - Sat, Jun 27
Southwest Logo
6:50 pm - 12:10 am
PHX
-
MDW
3h 20mnonstop
Southwest Logo
5:25 am - 7:00 am
MDW
-
PHX
3h 35mnonstop
$253Southwest
Wed, Jul 8 - Wed, Jul 15

Frontier flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Our best Frontier deals on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight tickets
Frontier
Aug 1
PHX9:50 pmPhoenix Sky Harbor Intl
11h 17m
1 stop
MDW11:07 amChicago Midway
Aug 8
MDW6:41 pmChicago Midway
6h 18m
1 stop
PHX10:59 pmPhoenix Sky Harbor Intl
$232
Frontier
Jul 18
PHX9:50 pmPhoenix Sky Harbor Intl
11h 17m
1 stop
MDW11:07 amChicago Midway
Jul 21
MDW5:46 pmChicago Midway
7h 13m
1 stop
PHX10:59 pmPhoenix Sky Harbor Intl
$236
Frontier
Aug 8
PHX6:24 amPhoenix Sky Harbor Intl
9h 02m
1 stop
MDW5:26 pmChicago Midway
Aug 12
MDW12:11 pmChicago Midway
9h 33m
1 stop
PHX7:44 pmPhoenix Sky Harbor Intl
$240

Delta flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Our best Delta deals on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight tickets
Delta
Aug 15
PHX9:42 amPhoenix Sky Harbor Intl
6h 19m
1 stop
MDW6:01 pmChicago Midway
Aug 17
MDW9:24 amChicago Midway
6h 26m
1 stop
PHX1:50 pmPhoenix Sky Harbor Intl
$242
Delta
Aug 20
PHX11:05 pmPhoenix Sky Harbor Intl
8h 12m
1 stop
MDW9:17 amChicago Midway
Aug 24
MDW5:10 pmChicago Midway
7h 31m
1 stop
PHX10:41 pmPhoenix Sky Harbor Intl
$251
Delta
Jul 8
PHX11:04 pmPhoenix Sky Harbor Intl
8h 04m
1 stop
MDW9:08 amChicago Midway
Jul 15
MDW9:49 amChicago Midway
8h 20m
1 stop
PHX4:09 pmPhoenix Sky Harbor Intl
$273

momondo Fare Finder

 
Customize your flight search to find flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 1, 2026.
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

Cheapest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/1

9:50 pm-11:07 am

1 stop11h 17m

Chicago Midway

Sat 8/8

6:41 pm-10:59 pm

1 stop6h 18m

$232

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 7/18

9:50 pm-11:07 am

1 stop11h 17m

Chicago Midway

Tue 7/21

5:46 pm-10:59 pm

1 stop7h 13m

$236

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/8

6:24 am-5:26 pm

1 stop9h 02m

Chicago Midway

Wed 8/12

12:11 pm-7:44 pm

1 stop9h 33m

$240

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/15

9:42 am-6:01 pm

1 stop6h 19m

Chicago Midway

Mon 8/17

9:24 am-1:50 pm

1 stop6h 26m

$242

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 6/6

6:00 am-4:42 pm

1 stop8h 42m

Chicago Midway

Sat 6/13

4:10 pm-11:04 pm

1 stop8h 54m

$246
Quickest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 8/26

12:25 pm-5:40 pm

Nonstop3h 15m

Chicago Midway

Sun 8/30

5:40 am-7:15 am

Nonstop3h 35m

$247

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 7/10

11:23 pm-11:07 am

1 stop9h 44m

Chicago Midway

Wed 7/15

12:11 pm-7:44 pm

1 stop9h 33m

$249

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 8/20

11:05 pm-9:17 am

1 stop8h 12m

Chicago Midway

Mon 8/24

5:10 pm-10:41 pm

1 stop7h 31m

$251

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 6/13

11:40 pm-11:12 am

1 stop9h 32m

Chicago Midway

Sat 6/27

4:10 pm-11:04 pm

1 stop8h 54m

$252

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 7/8

6:50 pm-12:10 am

Nonstop3h 20m

Chicago Midway

Wed 7/15

5:25 am-7:00 am

Nonstop3h 35m

$253

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport, with most prices found around $194. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Phoenix Sky Harbor Intl Airport during the month April is also very affordable. Most momondo users find prices during this month for around $215.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport. The lowest ticket price found for a Thursday departure recently was $293. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Phoenix Sky Harbor Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $390.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $284 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $378. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Phoenix Sky Harbor Intl to Chicago Midway flight route?

Fly from Phoenix Sky Harbor Intl to Chicago Midway for the best Phoenix Sky Harbor Intl - Chicago Midway flight prices

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

You are more likely to see cheaper flights to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $325 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport for as low as $231 on momondo.

What cabin class options are available on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.

How have Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight prices changed over time?

As of June 2026, prices for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights are approximately 107% more expensive when compared to flights at the same time last year.

When to book flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (PHX to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Best Price Found

$188

Fastest flight time

3h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport in the past 72 hours is $188. The best round-trip flight deal from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $328.
The fastest flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport takes 3h 05m
Direct flights go from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

  • How far is Phoenix Sky Harbor Intl to Chicago Midway by plane?

    Phoenix Sky Harbor Intl and Chicago Midway are 1440.0 mi apart from one another. In terms of flight time, this usually takes a little over 3h 05m.

  • When did momondo last update prices for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    Prices for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

  • What is the most popular airline from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?

Best airlines flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $74Free CancellationRating
5.6
2,923 reviews
Search Frontier flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,256 reviews
Search Southwest flights

  • Southwest Flights From Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

    Southwest operates around 30 flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $356, but momondo users have found Southwest deals from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport from as low as $206 round-trip. Southwest has been scored 8.0/10 in 4,256 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Munster
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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Phoenix to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Phoenix to Chicago for you.

Can I find flights from Phoenix to Chicago with flexible booking policies on momondo?

All flight searches from Phoenix to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Phoenix to Chicago?

Once you have performed a search for Phoenix to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Phoenix to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Phoenix are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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