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Cheap flights from Phoenix to Chicago from $59

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 3/5. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$95Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$97Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$98Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
2:07 pm - 6:25 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
3:21 pm - 6:28 pm
MDW
-
PHX
4h 07mnonstop
$101Frontier
Mon, Feb 23 - Sun, Mar 1
Frontier Logo
7:26 pm - 11:44 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
9:15 am - 4:32 pm
MDW
-
PHX
8h 17m1 stop
$105Frontier
Mon, Feb 23 - Sat, Feb 28
Frontier Logo
5:24 pm - 10:45 pm
PHX
-
MDW
3h 21mnonstop
Frontier Logo
2:16 pm - 4:24 pm
MDW
-
PHX
4h 08mnonstop
$114Frontier
Sat, Mar 14 - Thu, Mar 19
Frontier Logo
11:37 am - 3:58 pm
PHX
-
MDW
3h 21mnonstop
Frontier Logo
7:00 pm - 10:12 pm
MDW
-
PHX
28h 12m1 stop
$117Frontier
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
7:23 pm - 11:41 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
9:15 am - 4:32 pm
MDW
-
PHX
8h 17m1 stop
$118Frontier
Thu, Feb 12 - Sat, Feb 14
Frontier Logo
6:30 am - 5:20 pm
PHX
-
MDW
9h 50m1 stop
Frontier Logo
8:19 pm - 11:29 pm
MDW
-
PHX
4h 10mnonstop
$120Frontier
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
6:30 am - 5:20 pm
PHX
-
MDW
9h 50m1 stop
Frontier Logo
8:19 pm - 11:29 pm
MDW
-
PHX
4h 10mnonstop
$121Frontier
Thu, Jan 15 - Sun, Jan 18

Frontier flights from Phoenix to Chicago Midway Airport

Our best Frontier deals on Phoenix to Chicago Midway Airport flight tickets
Frontier
Jan 16
PHX7:30 amPhoenix Sky Harbor Intl
3h 17m
MDW11:47 amChicago Midway
Jan 19
MDW12:57 pmChicago Midway
4h 04m
PHX4:01 pmPhoenix Sky Harbor Intl
$95
Find similar
Frontier
Jan 16
PHX7:30 amPhoenix Sky Harbor Intl
3h 17m
MDW11:47 amChicago Midway
Jan 19
MDW12:57 pmChicago Midway
4h 04m
PHX4:01 pmPhoenix Sky Harbor Intl
$97
Find similar
Frontier
Jan 16
PHX7:30 amPhoenix Sky Harbor Intl
3h 17m
MDW11:47 amChicago Midway
Jan 19
MDW12:57 pmChicago Midway
4h 04m
PHX4:01 pmPhoenix Sky Harbor Intl
$98
Find similar

Southwest flights from Phoenix to Chicago Midway Airport

Our best Southwest deals on Phoenix to Chicago Midway Airport flight tickets
Southwest
Jan 17
PHX4:55 pmPhoenix Sky Harbor Intl
3h 15m
MDW9:10 pmChicago Midway
Jan 24
MDW7:50 pmChicago Midway
3h 55m
PHX10:45 pmPhoenix Sky Harbor Intl
$177
Find similar
Southwest
Jan 14
PHX2:35 pmPhoenix Sky Harbor Intl
3h 15m
MDW6:50 pmChicago Midway
Jan 18
MDW7:45 amChicago Midway
4h 05m
PHX10:50 amPhoenix Sky Harbor Intl
$187
Find similar
Southwest
Jan 7
PHX5:05 pmPhoenix Sky Harbor Intl
3h 10m
MDW9:15 pmChicago Midway
Apr 7
MDW8:55 pmChicago Midway
3h 50m
PHX10:45 pmPhoenix Sky Harbor Intl
$273
Find similar

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 December 25, 2025.
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

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/16

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$95

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/16

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$97

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/16

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$98

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 2/23

2:07 pm-6:25 pm

Nonstop3h 18m

Chicago Midway

Sun 3/1

3:21 pm-6:28 pm

Nonstop4h 07m

$101

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 2/23

7:26 pm-11:44 pm

Nonstop3h 18m

Chicago Midway

Sat 2/28

9:15 am-4:32 pm

1 stop8h 17m

$105

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 3/14

5:24 pm-10:45 pm

Nonstop3h 21m

Chicago Midway

Thu 3/19

2:16 pm-4:24 pm

Nonstop4h 08m

$114

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 2/6

11:37 am-3:58 pm

Nonstop3h 21m

Chicago Midway

Mon 2/9

7:00 pm-10:12 pm

1 stop28h 12m

$117

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 2/12

7:23 pm-11:41 pm

Nonstop3h 18m

Chicago Midway

Sat 2/14

9:15 am-4:32 pm

1 stop8h 17m

$118

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 1/15

6:30 am-5:20 pm

1 stop9h 50m

Chicago Midway

Sun 1/18

8:19 pm-11:29 pm

Nonstop4h 10m

$120

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 1/15

6:30 am-5:20 pm

1 stop9h 50m

Chicago Midway

Sun 1/18

8:19 pm-11:29 pm

Nonstop4h 10m

$121

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 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, with most prices found around $184. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Phoenix during the month February is also very affordable. Most momondo users find prices during this month for around $219.

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 $281. 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 $369.

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

Flying to Chicago Midway Airport from Phoenix at noon is the least expensive time of day to depart. momondo users have found prices as low as $272 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $355. 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 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 $290 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 $201 on momondo.

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

There is only 1 cabin class available to choose from on Phoenix to Chicago Midway 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 05m

Direct flights

Every day
The fastest flight from Phoenix to Chicago Midway Airport takes 3h 05m
Direct flights go from Phoenix to Chicago Midway Airport every day.
Search flight deals

  • 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 05m.

  • 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 $112Free CancellationRating
5.7
3,069 reviews
Search Frontier flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
9,115 reviews
Search United Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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