$128+ Cheap flights from Phoenix to Midway (MDW)
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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
Aug 22 — Aug 291
Round-trip
1 adult, Economy
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Find cheap flights from Phoenix 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 to Chicago Midway are usually found in April or September, booked 62 days in advance, depart on a Thursday or Saturday and return on a Thursday
Cheap flight deals from Phoenix to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Phoenix to MidwayExplore the most affordable flight options available from Phoenix to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 23, 2026.
Explore the most affordable flight options available from Phoenix to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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 9/54:55 pm
PHX
- MDW
Nonstop3h 20m
Southwest
Sat 9/122:40 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/21![Southwest logo]()
$245
This Frontier deal was found by Cheapflights users on 7/21. 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 9/1010:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Sat 9/191:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/21![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 7/22. 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 9/1010:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Sat 9/1212:03 pm
MDW
- PHX
1 stop11h 36m
Frontier
Deal found 7/22![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 7/21. 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.
Fri 9/1810:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Sat 9/191:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/21![Frontier logo]()
$248
This Southwest deal was found by Cheapflights users on 7/22. 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 9/26:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Sun 9/67:00 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/22![Southwest logo]()
$250
This Southwest deal was found by Cheapflights users on 7/22. 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 8/198:20 am
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 8/2610:10 am
MDW
- PHX
1 stop4h 55m
Southwest
Deal found 7/22![Southwest logo]()
$251
This Frontier deal was found by Cheapflights users on 7/20. 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 9/1910:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Mon 9/211:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/20![Frontier logo]()
$252
This Frontier deal was found by Cheapflights users on 7/22. 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 8/156:24 am
PHX
- MDW
1 stop9h 02m
Frontier
Mon 8/1711:06 am
MDW
- PHX
1 stop10h 38m
Frontier
Deal found 7/22![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 7/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:31 pm
PHX
- MDW
1 stop9h 27m
Frontier
Wed 10/141:02 pm
MDW
- PHX
1 stop12h 13m
Frontier
Deal found 7/18![Frontier logo]()
$254
This Southwest deal was found by Cheapflights users on 7/21. 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 8/1910:35 am
PHX
- MDW
1 stop4h 35m
Southwest
Mon 8/248:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 7/21![Southwest logo]()
$256
Best flights from Phoenix to MidwayDiscover carefully curated flight deals from Phoenix to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 23, 2026.
Discover carefully curated flight deals from Phoenix to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 10/157:55 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 10/195:40 am
MDW
- PHX
Nonstop3h 45m
Southwest
Deal found 7/22![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 7/22. 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.
Tue 9/17:05 am
PHX
- MDW
1 stop6h 39m
Delta
Sat 9/59:24 am
MDW
- PHX
1 stop6h 26m
Delta
Deal found 7/22![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 7/21. 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 8/193:50 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Mon 8/247:55 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/21![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 7/18. 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.
Mon 10/1212:50 am
PHX
- MDW
1 stop5h 57m
Delta
Fri 10/301:00 pm
MDW
- PHX
1 stop7h 47m
Delta
Deal found 7/18![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 7/21. 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 9/811:35 am
PHX
- MDW
1 stop5h 25m
Southwest
Tue 9/1510:10 am
MDW
- PHX
1 stop4h 50m
Southwest
Deal found 7/21![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 7/22. 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 8/1810:35 am
PHX
- MDW
1 stop4h 35m
Southwest
Thu 8/208:00 am
MDW
- PHX
1 stop5h 50m
Southwest
Deal found 7/22![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 7/19. 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.
Tue 9/159:36 am
PHX
- MDW
1 stop6h 43m
Delta
Sat 9/261:19 pm
MDW
- PHX
1 stop7h 56m
Delta
Deal found 7/19![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/20. 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 8/1112:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 8/1210:10 am
MDW
- PHX
1 stop4h 50m
Southwest
Deal found 7/20![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 7/20. 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 9/53:00 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Tue 9/88:20 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/20![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 7/18. 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 9/146:00 am
PHX
- MDW
Nonstop3h 20m
Southwest
Sun 9/205:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/18![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 7/18. 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 8/199:30 am
PHX
- MDW
Nonstop3h 15m
Southwest
Sun 8/235:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/18![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 7/18. 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.
Sat 10/36:25 am
PHX
- MDW
Nonstop3h 15m
Southwest
Sun 10/47:20 am
MDW
- PHX
Nonstop3h 55m
Southwest
Deal found 7/18![Southwest logo]()
$293
Last-minute flights from Phoenix to MidwayDiscover last-minute flight deals from Phoenix to Midway. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Phoenix to Midway. Data last updated July 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/20. 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 8/1012:35 am
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 8/123:15 pm
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/20![Southwest logo]()
$257
This Frontier deal was found by Cheapflights users on 7/20. 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 8/1011:23 pm
PHX
- MDW
1 stop8h 28m
Frontier
Wed 8/124:45 pm
MDW
- PHX
1 stop8h 14m
Frontier
Deal found 7/20![Frontier logo]()
$260
This Frontier deal was found by Cheapflights users on 7/22. 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 8/1211:23 pm
PHX
- MDW
1 stop8h 28m
Frontier
Mon 8/1711:06 am
MDW
- PHX
1 stop10h 38m
Frontier
Deal found 7/22![Frontier logo]()
$246
This Frontier deal was found by Cheapflights users on 7/22. 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 8/156:24 am
PHX
- MDW
1 stop9h 02m
Frontier
Mon 8/1711:06 am
MDW
- PHX
1 stop10h 38m
Frontier
Deal found 7/22![Frontier logo]()
$253
This Southwest deal was found by Cheapflights users on 7/22. 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 8/198:20 am
PHX
- MDW
Nonstop3h 15m
Southwest
Wed 8/269:25 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/22![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 7/20. 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 8/204:05 pm
PHX
- MDW
1 stop5h 15m
Southwest
Mon 8/245:40 am
MDW
- PHX
Nonstop3h 35m
Southwest
Deal found 7/20![Southwest logo]()
$255
This Frontier deal was found by Cheapflights users on 7/20. 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.
Fri 8/216:00 am
PHX
- MDW
1 stop12h 31m
Frontier
Sat 8/2211:45 am
MDW
- PHX
1 stop8h 46m
Frontier
Deal found 7/20![Frontier logo]()
$252
This Priceline deal was found by Cheapflights users on 7/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:19 pm
PHX
- MDW
1 stop8h 28m
Frontier
Mon 9/1412:03 pm
MDW
- PHX
1 stop11h 36m
Frontier
Deal found 7/18![Frontier logo]()
$258
This Priceline deal was found by Cheapflights users on 7/21. 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.
Fri 8/2812:19 pm
PHX
- MDW
1 stop8h 28m
Frontier
Sat 8/2911:45 am
MDW
- PHX
1 stop8h 46m
Frontier
Deal found 7/21![Frontier logo]()
$248
One-way flights from Phoenix to MidwaySearch for one-way flight options from Phoenix to Midway. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
Search for one-way flight options from Phoenix to Midway. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 8/1811:35 am
PHX
- MDW
1 stop5h 25m
Southwest
Deal found 7/22![Southwest logo]()
$128
This Frontier deal was found by Cheapflights users on 7/22. 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 10/310:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Deal found 7/22![Frontier logo]()
$129
This Super.com deal was found by Cheapflights users on 7/20. 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.
Mon 8/1011:23 pm
PHX
- MDW
1 stop8h 28m
Frontier
Deal found 7/20![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 7/22. 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.
Sun 8/236:00 am
PHX
- MDW
1 stop12h 31m
Frontier
Deal found 7/22![Frontier logo]()
$131
This Trip.com deal was found by Cheapflights users on 7/22. 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.
Sat 9/1210:44 pm
PHX
- MDW
1 stop10h 14m
Frontier
Deal found 7/22![Frontier logo]()
$132
This Southwest deal was found by Cheapflights users on 7/21. 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 10/78:20 am
PHX
- MDW
1 stop5h 40m
Southwest
Deal found 7/21![Southwest logo]()
$133
This Trip.com deal was found by Cheapflights users on 7/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:50 pm
PHX
- MDW
1 stop10h 01m
Frontier
Deal found 7/18![Frontier logo]()
$134
This Southwest deal was found by Cheapflights users on 7/20. 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 9/166:05 pm
PHX
- MDW
Nonstop3h 15m
Southwest
Deal found 7/20![Southwest logo]()
$135
This Frontier deal was found by Cheapflights users on 7/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:24 am
PHX
- MDW
1 stop9h 02m
Frontier
Deal found 7/19![Frontier logo]()
$136
This Delta deal was found by Cheapflights users on 7/22. 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.
Tue 8/1811:56 pm
PHX
- MDW
1 stop8h 03m
Delta
Deal found 7/22![Delta logo]()
$138
Find flight deals from Phoenix to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Phoenix (PH1) 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 July 23, 2026.
Round-trip from | $245 (Southwest) |
|---|---|
One-way from | $128 (Southwest) |
Popular in | January |
Cheapest in | April |
Average price | $407 |
Cheapflights Fare Finder
Customize your flight search to find flights from Phoenix 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 2,558,603 searches. Data last updated July 23, 2026.
Use the filters below to find and compare flights from Phoenix to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Thu 10/15
7:55 pm-1:10 am
Nonstop3h 15m
Chicago Midway
Mon 10/19
5:40 am-7:25 am
Nonstop3h 45m
$245
Quickest round-trip
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Wed 8/19
3:50 pm-9:05 pm
Nonstop3h 15m
Chicago Midway
Mon 8/24
7:55 pm-9:30 pm
Nonstop3h 35m
$245
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 9/8
11:35 am-7:00 pm
1 stop5h 25m
Chicago Midway
Tue 9/15
10:10 am-1:00 pm
1 stop4h 50m
$256
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 8/18
10:35 am-5:10 pm
1 stop4h 35m
Chicago Midway
Thu 8/20
8:00 am-11:50 am
1 stop5h 50m
$256
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 8/11
12:35 am-5:50 am
Nonstop3h 15m
Chicago Midway
Wed 8/12
10:10 am-1:00 pm
1 stop4h 50m
$263
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 9/1
7:05 am-3:44 pm
1 stop6h 39m
Chicago Midway
Sat 9/5
9:24 am-1:50 pm
1 stop6h 26m
$275
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Mon 10/12
12:50 am-8:47 am
1 stop5h 57m
Chicago Midway
Fri 10/30
1:00 pm-6:47 pm
1 stop7h 47m
$277
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Sat 9/5
3:00 pm-8:15 pm
Nonstop3h 15m
Chicago Midway
Tue 9/8
8:20 pm-9:55 pm
Nonstop3h 35m
$281
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 9/15
9:36 am-6:19 pm
1 stop6h 43m
Chicago Midway
Sat 9/26
1:19 pm-7:15 pm
1 stop7h 56m
$289
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Mon 9/14
6:00 am-11:20 am
Nonstop3h 20m
Chicago Midway
Sun 9/20
5:40 am-7:15 am
Nonstop3h 35m
$293
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Phoenix to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Phoenix with our price prediction graph.
PH1-MDW
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 to Chicago Midway Airport
PH1-MDW
PHX-MDW
What is the cheapest month to book a flight from Phoenix to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from Phoenix to Chicago Midway Airport (average of $216). Flying from Phoenix to Chicago Midway Airport in January is currently the most expensive (average of $497). 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 Phoenix 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 July 23, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from Phoenix to Chicago Midway Airport by exploring options for tickets in the afternoon.
How much does it cost to fly round-trip from Phoenix to Chicago Midway Airport?
How far ahead should I book a flight from Phoenix to Chicago Midway Airport?
The best time to book flights from Phoenix to Chicago Midway Airport is 61 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 day to fly from Phoenix to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Phoenix to Midway. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Phoenix to Chicago Midway Airport flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 July 23, 2026.
See what other customers who have flown with Southwest and Frontier from Phoenix to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Food
7.0
Comfort
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 Phoenix 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Top 2 airlines flying from Phoenix to Midway
Discover the top 2 airlines that operate flights from Phoenix 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 2,558,603 searches. Data last updated July 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$73 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$217 | Average$386 | FlexibilityNo cancel fee | On-time63% |