MDW - PHX

$89 Find Cheap Southwest Flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

1 adult
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Flight Deals

Cheap Southwest Flight Deals from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

 
Here are some of the best deals found on KAYAK recently from Southwest for round-trip flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

Fri, Oct 31 - Mon, Nov 3
Southwest Logo
7:55 am - 9:45 amMDW-PHX
3h 50mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$195Southwest
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Tue, Nov 4 - Tue, Nov 18
Southwest Logo
5:25 am - 8:15 amMDW-PHX
3h 50mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$199Southwest
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Fri, Oct 31 - Sun, Nov 2
Southwest Logo
1:30 pm - 4:35 pmMDW-PHX
5h 05m1 stop
Southwest Logo
5:20 am - 9:35 amPHX-MDW
3h 15mnonstop
$201Southwest
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Sun, Nov 2 - Wed, Nov 5
Southwest Logo
5:30 am - 8:25 amMDW-PHX
3h 55mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$206Southwest
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Wed, Oct 29 - Wed, Nov 5
Southwest Logo
6:05 pm - 7:50 pmMDW-PHX
3h 45mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$209Southwest
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Fri, Nov 14 - Sun, Nov 16
Southwest Logo
9:50 pm - 12:35 amMDW-PHX
3h 45mnonstop
Southwest Logo
5:20 am - 9:35 amPHX-MDW
3h 15mnonstop
$213Southwest
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Thu, Dec 4 - Mon, Dec 8
Southwest Logo
5:25 am - 8:15 amMDW-PHX
3h 50mnonstop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$217Southwest
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Tue, Oct 21 - Wed, Oct 22
Southwest Logo
3:25 pm - 5:10 pmMDW-PHX
3h 45mnonstop
Southwest Logo
7:10 am - 12:25 pmPHX-MDW
3h 15mnonstop
$219Southwest
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Wed, Oct 29 - Wed, Nov 5
Southwest Logo
3:20 pm - 7:00 pmMDW-PHX
5h 40m1 stop
Southwest Logo
5:00 am - 9:15 amPHX-MDW
3h 15mnonstop
$222Southwest
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Fri, Oct 24 - Fri, Oct 31
Southwest Logo
6:25 pm - 10:20 pmMDW-PHX
5h 55m1 stop
Southwest Logo
6:05 pm - 11:25 pmPHX-MDW
3h 20mnonstop
$227Southwest
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Good to know

Low seasonAugust
Cheapest flight$89
Average price round-trip$289
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 33% increase in price.
Flight from Chicago Midway Airport to Phoenix Sky Harbor Airport
(price for this month)

When to Book Flights with Southwest from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

Average price per month
Flight prices as travel date approaches

FAQs for flying to Phoenix Sky Harbor Intl Airport with Southwest

  • Is Southwest the cheapest airline to fly with from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?

    With an average price of $366 return, Southwest is not the cheapest airline to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $220 on average.

  • What is the cheapest Southwest flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?

    In the last 3 days, the lowest price for a flight with Southwest from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport was $104 for a return flight and $88 for a one-way flight.

  • Does Southwest fly direct to Phoenix Sky Harbor Intl Airport from Chicago Midway Airport?

    Yes, Southwest does offer direct flights for the route, with around 36 flights per week.

  • What’s the cheapest day of the week to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport with Southwest?

    On average, the cheapest day of the week to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport with Southwest is Monday, when prices are around $95. The most expensive day is generally Saturday, where the average price is around $125.

  • What’s the cheapest month to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport with Southwest?

    The cheapest month for Southwest flights to Phoenix Sky Harbor Intl Airport from Chicago Midway Airport is generally October, where plane tickets cost $138 on average. If possible, try to avoid the most expensive months of September and December, where tickets cost $348 and $439 respectively.

Southwest Customer Reviews

8.0
Very good4,248 verified ratings
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
G
10.0 Wonderful
DEN-SMF
Connecting flight is on time and boarding was a breeze!
G
10.0 Wonderful
LGA-DEN
Easy boarding process. No delays!
M
10.0 Wonderful
MDW-DTW
Excellent
M
10.0 Wonderful
MSY-MDW
Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience
R
10.0 Wonderful
RNO-LAS
As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.
A
4.0 Mediocre
PHX-OGG
Southwest airlines boarding process is the worst. Period.
V
8.0 Very good
LAS-DTW
Good
V
10.0 Wonderful
CLT-BWI
Always liked SW
L
10.0 Wonderful
MDW-OKC
Clear communication
L
10.0 Wonderful
BNA-MDW
On time-smooth flights-clear communication
Read more about Southwest

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

Cabin class types available on flights to Phoenix Sky Harbor Intl Airport

Cabin classes available on flights to Chicago Midway Airport. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport
Business Class flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport
Prem Econ Class flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport
Economy Class flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport

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