Enjoy free snacks and non-alcoholic beverages, plus a complimentary drink on special occasions.
Southwest offers free messaging and high-speed Wi-Fi for a fee on flights.

Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $164 (CheapOair) |
One-way from | $88 (Trip.com) |
Popular in | March |
Cheapest in | January |
Average price | $252 |
Good round-trip deal | $180 or less |
Good one-way deal | $111 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
jue. 1/8
5:05 am-8:15 am
Nonstop4h 10m
Phoenix Sky Harbor Intl
lun. 1/12
6:35 pm-10:50 pm
Nonstop3h 15m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mar. 1/6
8:15 am-2:25 pm
2 stops7h 10m
Phoenix Sky Harbor Intl
sáb. 1/10
10:20 pm-5:05 am
1 stop5h 45m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
dom. 1/25
5:00 am-8:10 am
Nonstop4h 10m
Phoenix Sky Harbor Intl
vie. 1/30
10:10 pm-5:05 am
1 stop5h 55m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mié. 12/3
1:25 pm-6:00 pm
1 stop5h 35m
Phoenix Sky Harbor Intl
mié. 12/10
12:55 pm-7:20 pm
1 stop5h 25m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mar. 1/13
11:21 am-7:15 pm
1 stop8h 54m
Phoenix Sky Harbor Intl
sáb. 1/17
1:55 pm-10:09 pm
1 stop7h 14m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mié. 12/17
5:29 pm-12:16 am
1 stop7h 47m
Phoenix Sky Harbor Intl
mié. 12/24
6:00 am-2:44 pm
1 stop7h 44m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
lun. 11/24
7:02 pm-11:59 pm
1 stop5h 57m
Phoenix Sky Harbor Intl
jue. 11/27
1:45 pm-11:40 pm
1 stop8h 55m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mar. 1/13
1:49 pm-9:02 pm
1 stop8h 13m
Phoenix Sky Harbor Intl
mié. 1/21
10:38 am-6:36 pm
1 stop6h 58m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
sáb. 1/10
11:45 am-6:21 pm
1 stop7h 36m
Phoenix Sky Harbor Intl
mié. 1/21
10:38 am-6:36 pm
1 stop6h 58m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
mié. 12/3
9:59 am-5:49 pm
1 stop8h 50m
Phoenix Sky Harbor Intl
vie. 12/5
12:59 am-9:19 am
1 stop7h 20m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
The best time to book flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is 82 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport (average of $104). Flying from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport in June is currently the most expensive (average of $176). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport at noon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the afternoon.
Travelers seeking maximum savings on their Chicago Midway Airport to Phoenix Sky Harbor Intl Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 14% of weekly flights between Chicago and Phoenix have experienced delays in the past year, with the average delay time being 130 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Southwest have had the lowest number of delays on this route, with just 13% of flights being delayed.
Food
Crew
Comfort
Entertainment
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Entertainment
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Food
Crew
Comfort
Entertainment
Overall
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$220 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$369 | FlexibilityNo cancel fee | On-time63% |