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Cheap flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport from $33

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 Midway Airport departing on 4/29. 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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Find the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Phoenix Sky Harbor Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Phoenix Sky Harbor Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Phoenix Sky Harbor Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Phoenix Sky Harbor Intl Airport to Chicago

Find recent round-trip train or bus tickets from Phoenix Sky Harbor Intl Airport to Chicago.

All round-trip flight deals from Phoenix Sky Harbor Intl Airport to Chicago

The cheapest plane tickets from Phoenix Sky Harbor Intl Airport to Chicago found on KAYAK recently.
2:55 pm - 8:14 pmPHX-MDW
3h 19mnonstop
7:25 am - 9:21 amMDW-PHX
3h 56mnonstop
$74Frontier
Find Deal
Wed, Apr 9 - Tue, Apr 15
6:00 am - 11:21 amPHX-MDW
3h 21mnonstop
12:19 pm - 2:13 pmMDW-PHX
3h 54mnonstop
$83Frontier
Find Deal
Tue, Apr 29 - Tue, May 6
5:09 pm - 12:21 amPHX-MDW
5h 12m1 stop
9:09 pm - 11:10 pmMDW-PHX
4h 01mnonstop
$89Frontier
Find Deal
Tue, Apr 1 - Wed, Apr 9
5:09 pm - 12:21 amPHX-MDW
5h 12m1 stop
7:25 am - 9:21 amMDW-PHX
3h 56mnonstop
$92Frontier
Find Deal
Wed, Apr 9 - Tue, Apr 15
9:35 pm - 1:50 amPHX-MDW
3h 15mnonstop
5:40 am - 7:35 amMDW-PHX
3h 55mnonstop
$208Southwest
Find Deal
Thu, Mar 6 - Tue, Mar 11
7:10 pm - 12:25 amPHX-MDW
3h 15mnonstop
4:40 pm - 8:45 pmMDW-PHX
6h 05m1 stop
$214Southwest
Find Deal
Tue, Mar 11 - Wed, Mar 26
8:05 pm - 12:20 amPHX-MDW
3h 15mnonstop
5:05 am - 8:10 amMDW-PHX
4h 05mnonstop
$217Southwest
Find Deal
Fri, Feb 21 - Sun, Feb 23
12:59 am - 9:35 amPHX-MDW
7h 36m1 stop
2:08 pm - 10:49 pmMDW-PHX
9h 41m1 stop
$237Delta
Find Deal
Thu, Feb 20 - Sun, Feb 23
6:25 am - 2:22 pmPHX-MDW
5h 57m1 stop
3:02 pm - 9:28 pmMDW-PHX
8h 26m1 stop
$247Delta
Find Deal
Tue, Apr 29 - Mon, May 5
12:59 am - 9:35 amPHX-MDW
7h 36m1 stop
6:59 pm - 12:28 amMDW-PHX
6h 29m1 stop
$257Delta
Find Deal
Sun, Feb 16 - Mon, Feb 24
6:00 am - 11:21 amPHX-MDW
3h 21mnonstop
$33Frontier
Find Deal
Tue, Apr 29
2:55 pm - 8:14 pmPHX-MDW
3h 19mnonstop
$34Frontier
Find Deal
Wed, Apr 9
7:10 pm - 12:25 amPHX-MDW
3h 15mnonstop
$90Southwest
Find Deal
Tue, Mar 11
5:05 am - 9:20 amPHX-MDW
3h 15mnonstop
$108Southwest
Find Deal
Wed, Feb 12
12:59 am - 10:42 amPHX-MDW
8h 43m1 stop
$119Delta
Find Deal
Fri, Feb 28
12:59 am - 9:35 amPHX-MDW
7h 36m1 stop
$139Delta
Find Deal
Thu, Feb 13
10:10 am - 7:14 pmPHX-MDW
7h 04m1 stop
$174Allegiant Air
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Mon, Jun 2
10:10 am - 7:14 pmPHX-MDW
7h 04m1 stop
$180Allegiant Air
Find Deal
Fri, May 30
3:38 pm - 1:32 pmPHX-MDW
20h 54m3 stops
Wed, Mar 5
2:07 pm - 1:32 pmPHX-MDW
21h 25m3 stops
Wed, Mar 12
6:00 am - 12:17 amPHX-MDW
17h 17m1 stop
8:12 am - 4:17 pmMDW-PHX
9h 05m1 stop
$229Frontier
Find Deal
Tue, Jan 28 - Wed, Feb 19
6:00 am - 12:17 amPHX-MDW
17h 17m1 stop
8:15 am - 1:06 pmMDW-PHX
5h 51m1 stop
$304Frontier
Find Deal
Tue, Jan 28 - Tue, Feb 4
6:05 pm - 10:22 pmPHX-MDW
3h 17mnonstop
2:01 pm - 5:10 pmMDW-PHX
4h 09mnonstop
$314Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 2
6:05 pm - 10:22 pmPHX-MDW
3h 17mnonstop
4:27 pm - 11:13 pmMDW-PHX
7h 46m1 stop
$324Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 2
3:50 pm - 8:00 pmPHX-MDW
3h 10mnonstop
8:50 am - 11:50 amMDW-PHX
4h 00mnonstop
$587Southwest
Find Deal
Mon, Jan 27 - Thu, Jan 30
5:05 am - 9:20 amPHX-MDW
3h 15mnonstop
10:05 am - 3:05 pmMDW-PHX
6h 00m1 stop
$588Southwest
Find Deal
Mon, Jan 27 - Thu, Jan 30
9:15 am - 1:30 pmPHX-MDW
3h 15mnonstop
10:05 am - 3:05 pmMDW-PHX
6h 00m1 stop
$592Southwest
Find Deal
Mon, Jan 27 - Thu, Jan 30
12:59 am - 9:39 amPHX-MDW
7h 40m1 stop
5:07 pm - 11:42 pmMDW-PHX
7h 35m1 stop
$606Delta
Find Deal
Sun, Jan 26 - Thu, Jan 30
12:59 am - 9:39 amPHX-MDW
7h 40m1 stop
5:07 pm - 11:42 pmMDW-PHX
7h 35m1 stop
$611Delta
Find Deal
Sun, Jan 26 - Thu, Jan 30
12:30 pm - 10:20 pmPHX-MDW
8h 50m1 stop
5:05 pm - 10:49 pmMDW-PHX
6h 44m1 stop
$672Delta
Find Deal
Sat, Jan 25 - Sat, Feb 1
2:55 pm - 8:14 pmPHX-MDW
3h 19mnonstop
7:25 am - 9:21 amMDW-PHX
3h 56mnonstop
$74Frontier
Find Deal
Wed, Apr 9 - Tue, Apr 15
6:00 am - 11:21 amPHX-MDW
3h 21mnonstop
12:19 pm - 2:13 pmMDW-PHX
3h 54mnonstop
$83Frontier
Find Deal
Tue, Apr 29 - Tue, May 6
10:48 am - 3:09 pmPHX-MDW
3h 21mnonstop
7:00 am - 10:10 amMDW-PHX
4h 10mnonstop
$94Frontier
Find Deal
Thu, Feb 20 - Sat, Feb 22
2:55 pm - 8:14 pmPHX-MDW
3h 19mnonstop
12:19 pm - 2:16 pmMDW-PHX
3h 57mnonstop
$97Frontier
Find Deal
Wed, Apr 16 - Tue, Apr 22
9:51 am - 3:16 pmPHX-MDW
3h 25mnonstop
9:09 pm - 11:10 pmMDW-PHX
4h 01mnonstop
$103Frontier
Find Deal
Thu, Apr 3 - Wed, Apr 9
10:48 am - 3:09 pmPHX-MDW
3h 21mnonstop
7:00 am - 10:10 amMDW-PHX
4h 10mnonstop
$106Frontier
Find Deal
Thu, Feb 27 - Sun, Mar 2
10:48 am - 3:09 pmPHX-MDW
3h 21mnonstop
7:00 am - 10:10 amMDW-PHX
4h 10mnonstop
$108Frontier
Find Deal
Thu, Feb 27 - Sun, Mar 2
2:55 pm - 8:14 pmPHX-MDW
3h 19mnonstop
9:09 pm - 11:10 pmMDW-PHX
4h 01mnonstop
$109Frontier
Find Deal
Mon, Apr 7 - Wed, Apr 16
9:35 pm - 1:50 amPHX-MDW
3h 15mnonstop
5:40 am - 7:35 amMDW-PHX
3h 55mnonstop
$208Southwest
Find Deal
Thu, Mar 6 - Tue, Mar 11
8:05 pm - 12:20 amPHX-MDW
3h 15mnonstop
5:05 am - 8:10 amMDW-PHX
4h 05mnonstop
$217Southwest
Find Deal
Fri, Feb 21 - Sun, Feb 23

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

Our best Southwest deals on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight tickets
Southwest
Mar 6
PHX9:35 pmPhoenix Sky Harbor Intl
3h 15m
MDW1:50 amChicago Midway
Mar 11
MDW5:40 amChicago Midway
3h 55m
PHX7:35 amPhoenix Sky Harbor Intl
Southwest
Mar 11
PHX7:10 pmPhoenix Sky Harbor Intl
3h 15m
MDW12:25 amChicago Midway
Mar 26
MDW4:40 pmChicago Midway
6h 05m
1 stop
PHX8:45 pmPhoenix Sky Harbor Intl
Southwest
Feb 21
PHX8:05 pmPhoenix Sky Harbor Intl
3h 15m
MDW12:20 amChicago Midway
Feb 23
MDW5:05 amChicago Midway
4h 05m
PHX8:10 amPhoenix Sky Harbor Intl

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
Apr 9
PHX2:55 pmPhoenix Sky Harbor Intl
3h 19m
MDW8:14 pmChicago Midway
Apr 15
MDW7:25 amChicago Midway
3h 56m
PHX9:21 amPhoenix Sky Harbor Intl
Frontier
Apr 29
PHX6:00 amPhoenix Sky Harbor Intl
3h 21m
MDW11:21 amChicago Midway
May 6
MDW12:19 pmChicago Midway
3h 54m
PHX2:13 pmPhoenix Sky Harbor Intl
Frontier
Apr 1
PHX5:09 pmPhoenix Sky Harbor Intl
5h 12m
1 stop
MDW12:21 amChicago Midway
Apr 9
MDW9:09 pmChicago Midway
4h 01m
PHX11:10 pmPhoenix Sky Harbor Intl

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 April is, on average, the cheapest month to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport, with most prices found around $135. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Phoenix Sky Harbor Intl Airport during the month September is also very affordable. Most momondo users find prices during this month for around $166.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport. The lowest ticket price found for a Wednesday departure recently was $174. 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 $278.

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 $200 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $282. 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 to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $222 when searching 6 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 $145 on momondo.

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

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

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

As of January 2025, prices for Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flights are approximately 36% 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

$33

Fastest flight time

3h 10m

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 $33. 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 $74.
The fastest flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport takes 3h 10m
Direct flights go from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport every day.

  • 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 10m.

  • 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 $78Free CancellationRating
6.0
3,440 reviews
Search Frontier flights
SouthwestPriceFrom $171Free CancellationRating
8.1
4,647 reviews
Search Southwest flights
United AirlinesPriceFrom $188Free CancellationRating
7.4
8,970 reviews
Search United Airlines flights
DeltaPriceFrom $216Free CancellationRating
8.0
8,508 reviews
Search Delta flights
  • Southwest Flights From Phoenix Sky Harbor Intl Airport to Chicago Midway Airport

    Southwest operates around 54 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 $352, but momondo users have found Southwest deals from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport from as low as $171 round-trip. Southwest has been scored 8.1/10 in 4,647 reviews.

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

    Frontier (6.0/10 from 3,440 reviews) operates around 1 flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport in any given week. The average Frontier airfare for this route is around $192, with deals from around $78 rare but found on momondo. Referenced prices are for round-trip Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight searches in the last 72 hours.


Traveling to a place near Chicago?

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

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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