$112+ Cheap flights from Sky Harbor Intl (PHX) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
Dec 4 — Dec 111
Round-trip
1 adult, Economy
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Find cheap flights from Sky Harbor Intl to Midway 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 Phoenix Sky Harbor Intl to Chicago Midway are usually found in April or May, booked 50 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Sky Harbor Intl to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Sky Harbor Intl to MidwayExplore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2026.
Explore the most affordable flight options available from Sky Harbor Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2026.
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:31 pm -
1 stop16h 55m
Sat 12/510:40 am -
1 stop10h 54m
Deal found 10/30![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 12/159:29 pm -
1 stop11h 16m
Tue 12/228:35 pm -
1 stop17h 09m
Deal found 10/31![Frontier logo]()
$234
This Booking.com deal was found by Cheapflights users on 11/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:29 pm -
1 stop11h 36m
Wed 12/1610:40 am -
1 stop10h 54m
Deal found 11/1![Frontier logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:08 pm -
1 stop12h 37m
Mon 12/710:40 am -
1 stop10h 54m
Deal found 11/2![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 11/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:29 pm -
1 stop11h 36m
Mon 12/1410:40 am -
1 stop10h 54m
Deal found 11/3![Frontier logo]()
$238
This Trip.com deal was found by Cheapflights users on 11/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:53 pm -
1 stop19h 37m
Wed 12/308:35 pm -
1 stop17h 09m
Deal found 11/1![Frontier logo]()
$239
This Trip.com deal was found by Cheapflights users on 10/31. 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.
Fri 12/48:08 pm -
1 stop12h 37m
Wed 12/910:40 am -
1 stop10h 51m
Deal found 10/31![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Thu 12/1710:53 pm -
1 stop19h 37m
Mon 1/119:51 am -
1 stop11h 23m
Deal found 11/1![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:53 pm -
1 stop19h 37m
Sun 12/208:35 pm -
1 stop17h 09m
Deal found 11/2![Frontier logo]()
$249
This FlightHub deal was found by Cheapflights users on 11/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:53 pm -
1 stop19h 37m
Mon 12/218:35 pm -
1 stop17h 09m
Deal found 11/1![Frontier logo]()
$253
Best flights from Sky Harbor Intl to MidwayDiscover carefully curated flight deals from Sky Harbor Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
Discover carefully curated flight deals from Sky Harbor Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
This Southwest deal was found by Cheapflights users on 11/2. 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 12/31:35 am -
Nonstop3h 10m
Fri 1/87:25 am -
Nonstop3h 55m
Deal found 11/2![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:58 am -
1 stop6h 57m
Mon 12/75:30 pm -
1 stop7h 58m
Deal found 11/3![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 10/31. 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 1/1512:30 pm -
1 stop4h 45m
Mon 1/189:20 am -
Nonstop3h 55m
Deal found 10/31![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 11/3. 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 12/16:05 pm -
Nonstop3h 20m
Sat 12/55:05 am -
Nonstop3h 50m
Deal found 11/3![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/157:20 am -
1 stop8h 33m
Mon 1/181:41 pm -
1 stop9h 36m
Deal found 11/2![Delta logo]()
$371
This Southwest deal was found by Cheapflights users on 11/1. 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 12/161:35 pm -
1 stop5h 15m
Wed 12/239:25 pm -
Nonstop3h 55m
Deal found 11/1![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:43 pm -
1 stop8h 11m
Tue 12/15:30 pm -
1 stop7h 58m
Deal found 11/3![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 11/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:59 pm -
1 stop8h 47m
Fri 11/274:13 pm -
1 stop8h 13m
Deal found 11/3![Delta logo]()
$480
This Southwest deal was found by Cheapflights users on 11/1. 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 11/207:05 pm -
1 stop5h 05m
Sun 11/229:45 pm -
Nonstop3h 55m
Deal found 11/1![Southwest logo]()
$488
This Southwest deal was found by Cheapflights users on 10/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2710:55 am -
2 stops5h 50m
Fri 12/43:55 pm -
1 stop6h 05m
Deal found 10/30![Southwest logo]()
$490
This Southwest deal was found by Cheapflights users on 11/2. 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 11/245:10 am -
Nonstop3h 10m
Tue 12/18:50 pm -
Nonstop3h 50m
Deal found 11/2![Southwest logo]()
$501
Last-minute flights from Sky Harbor Intl to MidwayDiscover last-minute flight deals from Sky Harbor Intl to Midway. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Sky Harbor Intl to Midway. Data last updated November 4, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:31 pm -
1 stop16h 55m
Sat 12/510:40 am -
1 stop10h 54m
Deal found 10/30![Frontier logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:08 pm -
1 stop12h 37m
Mon 12/710:40 am -
1 stop10h 54m
Deal found 11/2![Frontier logo]()
$236
This Trip.com deal was found by Cheapflights users on 10/31. 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.
Fri 12/48:08 pm -
1 stop12h 37m
Wed 12/910:40 am -
1 stop10h 51m
Deal found 10/31![Frontier logo]()
$240
This Booking.com deal was found by Cheapflights users on 11/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:29 pm -
1 stop11h 36m
Wed 12/1610:40 am -
1 stop10h 54m
Deal found 11/1![Frontier logo]()
$235
This Frontier deal was found by Cheapflights users on 11/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:29 pm -
1 stop11h 36m
Mon 12/1410:40 am -
1 stop10h 54m
Deal found 11/3![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 12/159:29 pm -
1 stop11h 16m
Tue 12/228:35 pm -
1 stop17h 09m
Deal found 10/31![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Thu 12/1710:53 pm -
1 stop19h 37m
Mon 1/119:51 am -
1 stop11h 23m
Deal found 11/1![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:53 pm -
1 stop19h 37m
Sun 12/208:35 pm -
1 stop17h 09m
Deal found 11/2![Frontier logo]()
$249
This FlightHub deal was found by Cheapflights users on 11/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:53 pm -
1 stop19h 37m
Mon 12/218:35 pm -
1 stop17h 09m
Deal found 11/1![Frontier logo]()
$253
This Trip.com deal was found by Cheapflights users on 11/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:53 pm -
1 stop19h 37m
Wed 12/308:35 pm -
1 stop17h 09m
Deal found 11/1![Frontier logo]()
$239
One-way flights from Sky Harbor Intl to MidwaySearch for one-way flight options from Sky Harbor Intl to Midway. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
Search for one-way flight options from Sky Harbor Intl to Midway. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Tue 12/159:29 pm -
1 stop11h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$112
This Mytrip deal was found by Cheapflights users on 10/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:31 pm -
1 stop16h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$115
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:54 pm -
1 stop14h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$116
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:29 pm -
1 stop11h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Sat 11/2111:14 pm -
1 stop19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Tue 1/269:03 pm -
2 stops14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$122
This Super.com deal was found by Cheapflights users on 11/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:19 pm -
1 stop11h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$123
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:52 pm -
2 stops19h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/2311:14 pm -
1 stop19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$130
Find flight deals from Sky Harbor Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Sky Harbor Intl (PHX) to Midway (MDW). 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 November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Kiwi.com) |
One-way from | $112 (Kiwi.com) |
Popular in | November |
Cheapest in | April |
Average price | $514 |
Good round-trip deal | $375 or less |
Good one-way deal | $243 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Sky Harbor Intl to Midway 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 November 4, 2026.
Use the filters below to find and compare flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Sat 1/16
7:00 am-11:20 am
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
Quickest round-trip
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Mon 11/23
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Wed 12/9
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Wed 12/23
11:30 pm-8:49 am
1 stop8h 19m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Tue 12/1
6:05 pm-10:25 pm
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Sat 12/12
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$172
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Tue 12/22
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$199
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Fri 1/15
7:20 am-4:53 pm
1 stop8h 33m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$220
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Thu 11/26
12:59 am-10:25 am
1 stop8h 26m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$220
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Sun 12/27
7:05 pm-1:25 am
1 stop5h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$229
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Sky Harbor Intl to Midway
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 Sky Harbor Intl to Midway in November.
| 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*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Phoenix Sky Harbor Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago Midway 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 Phoenix Sky Harbor Intl Airport-Chicago Midway 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 Sky Harbor Intl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Sky Harbor Intl with our price prediction graph.
PHX-MDW
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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Prices
Airlines
How far ahead should I book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Booking 49 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (average of $216). Flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $514). 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 PHX to MDW?
Find hourly flight availability from Sky Harbor Intl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 4, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport by exploring options for tickets in the afternoon.
What is the cheapest day to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Sky Harbor Intl to Midway. Price data was last updated on October 31, 2026.
Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight should consider departing on Friday afternoons 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.
The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago Midway 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 Phoenix Sky Harbor Intl Airport to Chicago Midway Airport trip
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Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated November 4, 2026.
Read reviews from past customers who have flown Southwest and Frontier from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Sky Harbor Intl to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Top 2 airlines flying from Sky Harbor Intl to Midway
Discover the top 2 airlines that operate flights from Sky Harbor Intl to Midway. 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 November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$239 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$254 | Average$416 | FlexibilityNo cancel fee | On-time63% |