$122+ Cheap flights from Midway (MDW) to Sky Harbor Intl (PHX)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHX
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Sky Harbor Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Phoenix Sky Harbor Intl are usually found in January or February, booked 38 days in advance, depart on a Thursday or Monday and return on a Thursday
Cheap flight deals from Midway to Sky Harbor Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to Sky Harbor IntlExplore the most affordable flight options available from Midway to Sky Harbor Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
Explore the most affordable flight options available from Midway to Sky Harbor Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:06 pm -
1 stop10h 44m
Fri 9/187:24 pm -
2 stops20h 27m
Deal found 8/16![Frontier logo]()
$246
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:20 pm -
Nonstop3h 40m
Mon 10/56:55 pm -
Nonstop3h 15m
Deal found 8/18![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:55 pm -
Nonstop3h 45m
Sat 10/175:50 am -
1 stop5h 15m
Deal found 8/17![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:20 pm -
Nonstop3h 40m
Sat 10/38:25 am -
1 stop5h 40m
Deal found 8/18![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:10 am -
1 stop4h 50m
Tue 9/2210:35 am -
1 stop4h 35m
Deal found 8/18![Southwest logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:54 pm -
1 stop10h 56m
Mon 9/288:00 am -
2 stops31h 46m
Deal found 8/16![Frontier logo]()
$265
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:55 pm -
Nonstop3h 45m
Sat 10/106:55 pm -
Nonstop3h 15m
Deal found 8/18![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:00 am -
2 stops6h 50m
Mon 9/214:00 pm -
1 stop5h 50m
Deal found 8/17![Southwest logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:12 pm -
1 stop7h 05m
Tue 10/2010:12 pm -
2 stops11h 55m
Deal found 8/15![Frontier logo]()
$270
This Kissandfly.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:54 pm -
1 stop10h 56m
Fri 9/2511:05 pm -
1 stop8h 02m
Deal found 8/19![Frontier logo]()
$271
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:40 pm -
Nonstop3h 45m
Mon 10/54:45 pm -
1 stop5h 50m
Deal found 8/18![Southwest logo]()
$272
Best flights from Midway to Sky Harbor IntlDiscover carefully curated flight deals from Midway to Sky Harbor Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from Midway to Sky Harbor Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:20 pm -
Nonstop3h 40m
Mon 10/56:55 pm -
Nonstop3h 15m
Deal found 8/19![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:31 pm -
1 stop7h 50m
Thu 11/511:25 pm -
1 stop8h 52m
Deal found 8/15![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 pm -
1 stop5h 20m
Thu 10/87:55 pm -
Nonstop3h 15m
Deal found 8/17![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:31 pm -
1 stop7h 50m
Tue 11/311:25 pm -
1 stop8h 52m
Deal found 8/19![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:40 pm -
Nonstop3h 45m
Wed 9/306:05 pm -
Nonstop3h 20m
Deal found 8/17![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/111:22 pm -
1 stop7h 17m
Tue 12/156:00 am -
1 stop9h 14m
Deal found 8/18![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:05 pm -
Nonstop3h 55m
Mon 12/146:05 pm -
Nonstop3h 15m
Deal found 8/15![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:19 pm -
1 stop6h 40m
Tue 9/299:36 am -
1 stop6h 43m
Deal found 8/17![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1210:55 pm -
Nonstop3h 45m
Mon 10/196:55 pm -
Nonstop3h 15m
Deal found 8/18![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 pm -
1 stop5h 20m
Mon 10/54:45 pm -
1 stop5h 50m
Deal found 8/19![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:00 am -
1 stop6h 35m
Wed 10/73:05 pm -
Nonstop3h 15m
Deal found 8/17![Southwest logo]()
$272
Last-minute flights from Midway to Sky Harbor IntlDiscover last-minute flight deals from Midway to Sky Harbor Intl. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Sky Harbor Intl. Data last updated August 20, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:10 am -
1 stop4h 50m
Mon 9/149:50 pm -
1 stop5h 50m
Deal found 8/17![Southwest logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:06 pm -
1 stop10h 44m
Fri 9/187:24 pm -
2 stops20h 27m
Deal found 8/16![Frontier logo]()
$246
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:10 am -
1 stop4h 50m
Tue 9/223:50 pm -
Nonstop3h 20m
Deal found 8/18![Southwest logo]()
$259
This Kissandfly.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:54 pm -
1 stop10h 56m
Fri 9/2511:05 pm -
1 stop8h 02m
Deal found 8/19![Frontier logo]()
$271
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:00 am -
2 stops6h 50m
Mon 9/214:00 pm -
1 stop5h 50m
Deal found 8/17![Southwest logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:54 pm -
1 stop10h 56m
Mon 9/288:00 am -
2 stops31h 46m
Deal found 8/16![Frontier logo]()
$265
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:15 pm -
Nonstop3h 40m
Sat 9/264:55 pm -
Nonstop3h 25m
Deal found 8/17![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:55 pm -
Nonstop3h 40m
Mon 9/284:00 pm -
1 stop5h 50m
Deal found 8/16![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:20 pm -
Nonstop3h 40m
Mon 10/56:55 pm -
Nonstop3h 15m
Deal found 8/18![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:20 pm -
Nonstop3h 40m
Sat 10/38:25 am -
1 stop5h 40m
Deal found 8/18![Southwest logo]()
$263
One-way flights from Midway to Sky Harbor IntlSearch for one-way flight options from Midway to Sky Harbor Intl. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from Midway to Sky Harbor Intl. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:54 pm -
1 stop10h 56m
Deal found 8/17![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:40 am -
2 stops34h 36m
Deal found 8/16![Frontier logo]()
$125
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:45 pm -
Nonstop3h 45m
Deal found 8/18![Southwest logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:12 pm -
2 stops25h 11m
Deal found 8/15![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:12 pm -
2 stops12h 35m
Deal found 8/17![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:10 am -
1 stop4h 50m
Deal found 8/18![Southwest logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:05 am -
2 stops31h 54m
Deal found 8/16![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:12 pm -
1 stop11h 47m
Deal found 8/15![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:12 pm -
1 stop11h 47m
Deal found 8/15![Frontier logo]()
$135
Find flight deals from Midway to Sky Harbor Intl
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Sky Harbor Intl (PHX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $246 (Kiwi.com) |
One-way from | $122 (Trip.com) |
Popular in | June |
Cheapest in | January |
Average price | $269 |
Good round-trip deal | $283 or less |
Good one-way deal | $179 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Sky Harbor Intl 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, Cheapflights users made 7,457,451 searches. Data last updated August 20, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Wed 9/30
8:20 pm-10:00 pm
Nonstop3h 40m
Phoenix Sky Harbor Intl
Mon 10/5
6:55 pm-12:10 am
Nonstop3h 15m
$253
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Thu 10/1
6:00 pm-9:20 pm
1 stop5h 20m
Phoenix Sky Harbor Intl
Thu 10/8
7:55 pm-1:10 am
Nonstop3h 15m
$263
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Tue 9/22
5:40 pm-7:25 pm
Nonstop3h 45m
Phoenix Sky Harbor Intl
Wed 9/30
6:05 pm-11:25 pm
Nonstop3h 20m
$266
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Fri 12/11
6:05 pm-9:00 pm
Nonstop3h 55m
Phoenix Sky Harbor Intl
Mon 12/14
6:05 pm-10:20 pm
Nonstop3h 15m
$266
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Mon 10/12
10:55 pm-12:40 am
Nonstop3h 45m
Phoenix Sky Harbor Intl
Mon 10/19
6:55 pm-12:10 am
Nonstop3h 15m
$266
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Thu 10/1
6:00 pm-9:20 pm
1 stop5h 20m
Phoenix Sky Harbor Intl
Mon 10/5
4:45 pm-12:35 am
1 stop5h 50m
$268
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Fri 10/2
7:00 am-11:35 am
1 stop6h 35m
Phoenix Sky Harbor Intl
Wed 10/7
3:05 pm-8:20 pm
Nonstop3h 15m
$272
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Thu 10/29
5:31 pm-11:21 pm
1 stop7h 50m
Phoenix Sky Harbor Intl
Thu 11/5
11:25 pm-9:17 am
1 stop8h 52m
$273
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Thu 10/29
5:31 pm-11:21 pm
1 stop7h 50m
Phoenix Sky Harbor Intl
Tue 11/3
11:25 pm-9:17 am
1 stop8h 52m
$273
ChicagoPhoenix
MDW Chicago Midway - PHX Phoenix Sky Harbor Intl
MDWPHX
Chicago Midway
Fri 12/11
1:22 pm-7:39 pm
1 stop7h 17m
Phoenix Sky Harbor Intl
Tue 12/15
6:00 am-4:14 pm
1 stop9h 14m
$286
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Midway to Sky Harbor Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Sky Harbor Intl in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Phoenix Sky Harbor Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Phoenix Sky Harbor Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Phoenix Sky Harbor Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Phoenix Sky Harbor Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Phoenix Sky Harbor Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Sky Harbor Intl
Have a flexible travel schedule? Discover the best time to fly to Sky Harbor Intl from Midway with our price prediction graph.
MDW-PHX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?
The best time to book flights from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport is 37 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.
What is the cheapest month to book a flight from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?
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 $192). Flying from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport in June is currently the most expensive (average of $401). 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.
What is the cheapest time of day to fly from MDW to PHX?
Find hourly flight availability from Midway to Sky Harbor Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2026.
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 10% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to Sky Harbor Intl. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Phoenix Sky Harbor Intl Airport flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Phoenix delayed?
About 20% of weekly flights between Chicago and Phoenix have experienced delays in the past year, with the average delay time being 130 minutes.
What is the most punctual flight time for Chicago to Phoenix flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Phoenix flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.
The best insider tips for Chicago Midway Airport to Phoenix Sky Harbor Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Phoenix Sky Harbor Intl Airport trip
Our travel experts
Reviews of airlines servicing Sky Harbor Intl
Get insights into the airlines that provide service to Sky Harbor Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sky Harbor Intl. Reviews last updated August 20, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Chicago Midway Airport to Phoenix Sky Harbor Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Sky Harbor Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Phoenix Sky Harbor Intl Airport?
Book flights to Phoenix Sky Harbor Intl Airport if you plan to visit one of these locationsGlendale
Buckeye
Goodyear
Payson
Surprise
Wickenburg
Paradise Valley
Peoria
Chandler
Casa Grande
Camp Verde
Globe
Fountain Hills
Guadalupe
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Top 2 airlines flying from Midway to Sky Harbor Intl
Discover the top 2 airlines that operate flights from Midway to Sky Harbor Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$81 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$218 | Average$338 | FlexibilityNo cancel fee | On-time63% |