$98+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PHX
Jun 4 — Jun 111
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 August, 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 May 5, 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 May 5, 2026.
This Priceline deal was found by Cheapflights users on 5/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Wed 8/1911:35 pm
PHX
- MDW
1 stop9h 37m
Frontier
Deal found 5/3![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/1512:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Wed 7/2211:23 pm
PHX
- MDW
1 stop9h 44m
Frontier
Deal found 5/2![Frontier logo]()
$217
This Orbitz deal was found by Cheapflights users on 5/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Mon 8/2411:35 pm
PHX
- MDW
1 stop9h 37m
Frontier
Deal found 5/3![Frontier logo]()
$224
This Priceline deal was found by Cheapflights users on 5/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Mon 5/2511:30 pm
PHX
- MDW
1 stop9h 42m
Frontier
Deal found 5/2![Frontier logo]()
$225
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Tue 5/1911:30 pm
PHX
- MDW
1 stop9h 39m
Frontier
Deal found 4/29![Frontier logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Mon 6/294:10 pm
MDW
- PHX
1 stop8h 54m
Frontier
Fri 7/311:40 pm
PHX
- MDW
1 stop20h 31m
Frontier
Deal found 5/4![Frontier logo]()
$228
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:04 pm
MDW
- PHX
1 stop10h 29m
Frontier
Fri 6/511:30 pm
PHX
- MDW
1 stop9h 34m
Frontier
Deal found 4/30![Frontier logo]()
$230
This Booking.com deal was found by Cheapflights users on 5/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Sat 5/306:00 am
PHX
- MDW
1 stop6h 12m
Frontier
Deal found 5/3![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Tue 5/2611:30 pm
PHX
- MDW
1 stop9h 39m
Frontier
Deal found 5/1![Frontier logo]()
$237
This Orbitz deal was found by Cheapflights users on 5/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Sat 7/186:24 am
PHX
- MDW
1 stop6h 03m
Frontier
Deal found 5/3![Frontier logo]()
$238
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 May 5, 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 May 5, 2026.
This Southwest deal was found by Cheapflights users on 5/4. 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 5/288:35 am
MDW
- PHX
Nonstop3h 55m
Southwest
Wed 6/36:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Deal found 5/4![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 5/4. 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 5/281:59 pm
MDW
- PHX
1 stop8h 11m
Delta
Wed 6/36:05 am
PHX
- MDW
1 stop5h 14m
Delta
Deal found 5/4![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 5/2. 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 6/166:45 am
MDW
- PHX
Nonstop3h 40m
Southwest
Tue 6/236:50 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Deal found 5/2![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 5/4. 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 5/207:30 am
MDW
- PHX
Nonstop3h 50m
Southwest
Thu 5/285:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Deal found 5/4![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 5/4. 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 6/46:40 pm
MDW
- PHX
Nonstop3h 40m
Southwest
Thu 6/117:15 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Deal found 5/4![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 5/3. 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 5/265:35 pm
MDW
- PHX
Nonstop3h 50m
Southwest
Thu 6/45:10 pm
PHX
- MDW
1 stop5h 00m
Southwest
Deal found 5/3![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 5/1. 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 5/133:00 pm
MDW
- PHX
1 stop6h 30m
Southwest
Sat 5/168:50 am
PHX
- MDW
1 stop6h 20m
Southwest
Deal found 5/1![Southwest logo]()
$345
This Southwest deal was found by Cheapflights users on 5/2. 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 6/256:20 pm
MDW
- PHX
1 stop5h 40m
Southwest
Sun 6/285:40 am
PHX
- MDW
Nonstop3h 15m
Southwest
Deal found 5/2![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 5/1. 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 6/196:40 pm
MDW
- PHX
Nonstop3h 40m
Southwest
Sun 6/218:00 am
PHX
- MDW
1 stop4h 40m
Southwest
Deal found 5/1![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 5/3. 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 6/155:20 am
MDW
- PHX
Nonstop3h 35m
Southwest
Thu 6/181:05 pm
PHX
- MDW
1 stop5h 15m
Southwest
Deal found 5/3![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 5/4. 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 5/154:35 pm
MDW
- PHX
1 stop5h 15m
Southwest
Tue 6/94:50 pm
PHX
- MDW
1 stop5h 15m
Southwest
Deal found 5/4![Southwest logo]()
$353
Last-minute flights from Midway to Sky Harbor IntlDiscover last-minute flight deals from Midway to Sky Harbor Intl. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Sky Harbor Intl. Data last updated May 5, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:20 am
MDW
- PHX
Nonstop3h 57m
Frontier
Sun 5/106:00 am
PHX
- MDW
1 stop6h 12m
Frontier
Deal found 4/30![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Tue 5/1911:30 pm
PHX
- MDW
1 stop9h 39m
Frontier
Deal found 4/29![Frontier logo]()
$226
This Super.com deal was found by Cheapflights users on 5/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Mon 5/1811:30 pm
PHX
- MDW
1 stop9h 39m
Frontier
Deal found 5/3![Frontier logo]()
$242
This Priceline deal was found by Cheapflights users on 5/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Mon 5/2511:30 pm
PHX
- MDW
1 stop9h 42m
Frontier
Deal found 5/2![Frontier logo]()
$225
This Booking.com deal was found by Cheapflights users on 5/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Sat 5/306:00 am
PHX
- MDW
1 stop6h 12m
Frontier
Deal found 5/3![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/2311:59 am
MDW
- PHX
1 stop12h 27m
Frontier
Tue 5/2611:30 pm
PHX
- MDW
1 stop9h 39m
Frontier
Deal found 5/1![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Sun 5/246:00 am
MDW
- PHX
1 stop18h 26m
Frontier
Tue 6/211:30 pm
PHX
- MDW
1 stop20h 32m
Frontier
Deal found 5/3![Frontier logo]()
$245
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:04 pm
MDW
- PHX
1 stop10h 29m
Frontier
Fri 6/511:30 pm
PHX
- MDW
1 stop9h 34m
Frontier
Deal found 4/30![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Mon 6/294:10 pm
MDW
- PHX
1 stop8h 54m
Frontier
Fri 7/311:40 pm
PHX
- MDW
1 stop20h 31m
Frontier
Deal found 5/4![Frontier logo]()
$228
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 May 5, 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 May 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/23:07 pm
MDW
- PHX
1 stop23h 03m
Frontier
Deal found 4/30![Frontier logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/2712:04 pm
MDW
- PHX
1 stop10h 29m
Frontier
Deal found 5/1![Frontier logo]()
$104
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:04 pm
MDW
- PHX
1 stop10h 29m
Frontier
Deal found 4/30![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/112:04 pm
MDW
- PHX
1 stop12h 16m
Frontier
Deal found 5/2![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Deal found 5/1![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 5/2. 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.
Wed 6/1012:04 pm
MDW
- PHX
1 stop12h 16m
Frontier
Deal found 5/2![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 4/30. 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.
Wed 7/1512:11 pm
MDW
- PHX
1 stop12h 07m
Frontier
Deal found 4/30![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Fri 7/312:04 pm
MDW
- PHX
1 stop12h 16m
Frontier
Deal found 5/3![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Fri 6/53:07 pm
MDW
- PHX
2 stops50h 05m
Frontier
Deal found 5/4![Frontier logo]()
$118
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 May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $210 (Priceline) |
One-way from | $98 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $297 |
Good round-trip deal | $299 or less |
Good one-way deal | $127 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 2,558,603 searches. Data last updated May 5, 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
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Thu 5/28
8:35 am-10:30 am
Nonstop3h 55m
Phoenix Sky Harbor Intl
Wed 6/3
6:05 pm-11:20 pm
Nonstop3h 15m
$271
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Thu 5/28
1:59 pm-8:10 pm
1 stop8h 11m
Phoenix Sky Harbor Intl
Wed 6/3
6:05 am-1:19 pm
1 stop5h 14m
$275
Quickest round-trip
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Tue 6/16
6:45 am-8:25 am
Nonstop3h 40m
Phoenix Sky Harbor Intl
Tue 6/23
6:50 pm-12:05 am
Nonstop3h 15m
$286
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Wed 5/20
7:30 am-9:20 am
Nonstop3h 50m
Phoenix Sky Harbor Intl
Thu 5/28
5:05 pm-10:20 pm
Nonstop3h 15m
$300
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Thu 6/4
6:40 pm-8:20 pm
Nonstop3h 40m
Phoenix Sky Harbor Intl
Thu 6/11
7:15 pm-12:35 am
Nonstop3h 20m
$302
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Tue 5/26
5:35 pm-7:25 pm
Nonstop3h 50m
Phoenix Sky Harbor Intl
Thu 6/4
5:10 pm-12:10 am
1 stop5h 00m
$338
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Wed 5/13
3:00 pm-7:30 pm
1 stop6h 30m
Phoenix Sky Harbor Intl
Sat 5/16
8:50 am-5:10 pm
1 stop6h 20m
$345
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Thu 6/25
6:20 pm-10:00 pm
1 stop5h 40m
Phoenix Sky Harbor Intl
Sun 6/28
5:40 am-10:55 am
Nonstop3h 15m
$347
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Fri 6/19
6:40 pm-8:20 pm
Nonstop3h 40m
Phoenix Sky Harbor Intl
Sun 6/21
8:00 am-2:40 pm
1 stop4h 40m
$353
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Mon 6/15
5:20 am-6:55 am
Nonstop3h 35m
Phoenix Sky Harbor Intl
Thu 6/18
1:05 pm-8:20 pm
1 stop5h 15m
$353
Showing 1-10 of 22 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 May.
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| 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 December is currently the most expensive (average of $333). 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 May 5, 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 in the evening. If you’re flexible enough to do this you can expect to save up to 9% 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 May 2, 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. Sunday mornings 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 17% 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 17% 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 May 5, 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.
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
7.9
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 locationsGoodyear
Glendale
Paradise Valley
Casa Grande
Buckeye
Peoria
Chandler
Payson
Camp Verde
Globe
Surprise
Guadalupe
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Midway and Sky Harbor Intl flights
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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 2,558,603 searches. Data last updated May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$232 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$201 | Average$333 | FlexibilityNo cancel fee | On-time63% |