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Cheap flights from Phoenix to Chicago from $128

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 to Chicago departing on 8/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Phoenix to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:05 am - 1:20 pm
PHX
-
MDW
3h 15mnonstop
Southwest Logo
8:00 am - 11:50 am
MDW
-
PHX
5h 50m
1 stop
$251Southwest
Mon, Aug 10 - Thu, Aug 13
Frontier Logo
9:50 pm - 9:51 am
PHX
-
MDW
10h 01m
1 stop
Frontier Logo
5:46 pm - 11:20 pm
MDW
-
PHX
7h 34m
1 stop
$252Frontier
Sat, Aug 8 - Tue, Aug 11
Southwest Logo
12:35 am - 5:50 am
PHX
-
MDW
3h 15mnonstop
Southwest Logo
10:10 am - 1:00 pm
MDW
-
PHX
4h 50m
1 stop
$253Southwest
Wed, Aug 5 - Tue, Aug 11
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
$254Frontier
Sat, Jul 11 - Tue, Jul 21
Frontier Logo
9:50 pm - 11:07 am
PHX
-
MDW
11h 17m
1 stop
Frontier Logo
11:06 am - 7:44 pm
MDW
-
PHX
10h 38m
1 stop
$255Frontier
Sat, Aug 1 - Sat, Aug 8
Delta Logo
11:10 pm - 8:45 am
PHX
-
MDW
7h 35m
1 stop
Delta Logo
5:35 pm - 11:14 pm
MDW
-
PHX
7h 39m
1 stop
$256Delta
Fri, Oct 23 - Mon, Oct 26
Frontier Logo
11:40 pm - 11:12 am
PHX
-
MDW
9h 32m
1 stop
Frontier Logo
11:59 am - 10:20 pm
MDW
-
PHX
12h 21m
1 stop
$257Frontier
Wed, Jun 24 - Sat, Jul 4
Delta Logo
11:04 pm - 9:13 am
PHX
-
MDW
8h 09m
1 stop
Delta Logo
6:05 am - 12:08 pm
MDW
-
PHX
8h 03m
1 stop
$258Delta
Tue, Jul 7 - Tue, Aug 18
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
$259Frontier
Mon, Jul 20 - Wed, Jul 22
Southwest Logo
6:50 pm - 12:10 am
PHX
-
MDW
3h 20mnonstop
Southwest Logo
5:25 am - 7:00 am
MDW
-
PHX
3h 35mnonstop
$260Southwest
Wed, Jul 15 - Tue, Jul 21

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Frontier flights from Phoenix to Chicago Midway Airport

Our best Frontier deals on Phoenix to Chicago Midway Airport flight tickets
Frontier
Aug 8
PHX9:50 pmPhoenix Sky Harbor Intl
10h 01m
1 stop
MDW9:51 amChicago Midway
Aug 11
MDW5:46 pmChicago Midway
7h 34m
1 stop
PHX11:20 pmPhoenix Sky Harbor Intl
$252
Frontier
Jul 11
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
$254
Frontier
Aug 1
PHX9:50 pmPhoenix Sky Harbor Intl
11h 17m
1 stop
MDW11:07 amChicago Midway
Aug 8
MDW11:06 amChicago Midway
10h 38m
1 stop
PHX7:44 pmPhoenix Sky Harbor Intl
$255

Southwest flights from Phoenix to Chicago Midway Airport

Our best Southwest deals on Phoenix to Chicago Midway Airport flight tickets
Southwest
Aug 10
PHX8:05 amPhoenix Sky Harbor Intl
3h 15m
MDW1:20 pmChicago Midway
Aug 13
MDW8:00 amChicago Midway
5h 50m
1 stop
PHX11:50 amPhoenix Sky Harbor Intl
$251
Southwest
Aug 5
PHX12:35 amPhoenix Sky Harbor Intl
3h 15m
MDW5:50 amChicago Midway
Aug 11
MDW10:10 amChicago Midway
4h 50m
1 stop
PHX1:00 pmPhoenix Sky Harbor Intl
$253
Southwest
Jul 15
PHX6:50 pmPhoenix Sky Harbor Intl
3h 20m
MDW12:10 amChicago Midway
Jul 21
MDW5:25 amChicago Midway
3h 35m
PHX7:00 amPhoenix Sky Harbor Intl
$260

momondo Fare Finder

 
Customize your flight search to find flights from Phoenix 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 14, 2026.
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 - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 8/10

8:05 am-1:20 pm

Nonstop3h 15m

Chicago Midway

Thu 8/13

8:00 am-11:50 am

1 stop5h 50m

$251

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/8

9:50 pm-9:51 am

1 stop10h 01m

Chicago Midway

Tue 8/11

5:46 pm-11:20 pm

1 stop7h 34m

$252

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 8/5

12:35 am-5:50 am

Nonstop3h 15m

Chicago Midway

Tue 8/11

10:10 am-1:00 pm

1 stop4h 50m

$253

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 7/11

9:50 pm-11:07 am

1 stop11h 17m

Chicago Midway

Tue 7/21

5:46 pm-10:59 pm

1 stop7h 13m

$254

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

11:06 am-7:44 pm

1 stop10h 38m

$255

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/23

11:10 pm-8:45 am

1 stop7h 35m

Chicago Midway

Mon 10/26

5:35 pm-11:14 pm

1 stop7h 39m

$256

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 6/24

11:40 pm-11:12 am

1 stop9h 32m

Chicago Midway

Sat 7/4

11:59 am-10:20 pm

1 stop12h 21m

$257

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 7/7

11:04 pm-9:13 am

1 stop8h 09m

Chicago Midway

Tue 8/18

6:05 am-12:08 pm

1 stop8h 03m

$258

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 7/20

11:23 pm-11:07 am

1 stop9h 44m

Chicago Midway

Wed 7/22

12:11 pm-7:44 pm

1 stop9h 33m

$259
Quickest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 7/15

6:50 pm-12:10 am

Nonstop3h 20m

Chicago Midway

Tue 7/21

5:25 am-7:00 am

Nonstop3h 35m

$260

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 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 and Chicago Midway Airport?

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

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Phoenix, with most prices found around $45. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Phoenix during the month February is also very affordable. Most momondo users find prices during this month for around $55.

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. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $393.

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

Flying to Chicago Midway Airport from Phoenix in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $286 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $380. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Phoenix to Chicago Midway flight route?

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

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

You are more likely to see cheaper flights to Chicago Midway Airport from Phoenix when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $324 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 for as low as $219 on momondo.

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

There is only 1 cabin class available to choose from on Phoenix 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.

Cheap Phoenix to Chicago Midway Airport flight deals and tips

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

Fastest flight time

3h 10m

Direct flights

Every day
The fastest flight from Phoenix to Chicago Midway Airport takes 3h 10m
Direct flights go from Phoenix to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Phoenix to Chicago Midway Airport

  • How far is Phoenix to Chicago Midway by plane?

    Chicago Midway is 1443.3 mi away from Phoenix. By plane, this route typically takes 3h 10m.

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

    Prices for flights from Phoenix to Chicago Midway Airport were last updated today.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Phoenix to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Phoenix to Chicago Midway Airport

Compare and see reviews for airlines that fly from Phoenix to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $74Free CancellationRating
5.6
2,892 reviews
Search Frontier flights
SouthwestPriceFrom $207Free CancellationRating
7.9
4,237 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Benton Harbor
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Valparaiso
Schererville
Munster
Crown Point
Chesterton
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Porter
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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?

Yes. All flights to Chicago from Phoenix on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Phoenix to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Phoenix and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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