$139+ Cheap flights from Midway (MDW) to Pensacola (PNS)
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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PNS
Aug 2 — Aug 91
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Pensacola 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.Cheap flight deals from Midway to Pensacola
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Best
Last-minute
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Cheapest flights from Midway to PensacolaExplore the most affordable flight options available from Midway to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.
Explore the most affordable flight options available from Midway to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 7/257:05 am
MDW
- PNS
1 stop8h 10m
Southwest
Wed 7/293:45 pm
PNS
- MDW
Nonstop2h 15m
Southwest
Deal found 7/1![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 8/156:45 am
MDW
- PNS
1 stop5h 05m
Southwest
Sat 8/229:40 am
PNS
- MDW
1 stop4h 40m
Southwest
Deal found 7/1![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
MDW
- PNS
1 stop4h 51m
Delta
Tue 7/286:08 pm
PNS
- MDW
1 stop4h 07m
Delta
Deal found 7/1![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 6/28. 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 8/196:05 am
MDW
- PNS
1 stop4h 38m
Delta
Mon 8/244:00 pm
PNS
- MDW
1 stop6h 36m
Delta
Deal found 6/28![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:20 am
MDW
- PNS
2 stops5h 05m
Southwest
Sat 8/16:30 pm
PNS
- MDW
1 stop4h 50m
Southwest
Deal found 6/29![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:00 pm
MDW
- PNS
1 stop7h 00m
Southwest
Thu 8/201:45 pm
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 6/29![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 7/1. 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 8/128:15 am
MDW
- PNS
2 stops5h 50m
Southwest
Sat 8/159:40 am
PNS
- MDW
1 stop9h 30m
Southwest
Deal found 7/1![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 8/42:00 pm
MDW
- PNS
1 stop3h 35m
Southwest
Mon 8/107:45 am
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 7/1![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 6/30. 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.
Sat 8/156:50 am
MDW
- PNS
1 stop8h 05m
Southwest
Mon 8/171:45 pm
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 6/30![Southwest logo]()
$315
Best flights from Midway to PensacolaDiscover carefully curated flight deals from Midway to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2026.
Discover carefully curated flight deals from Midway to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 8/156:45 am
MDW
- PNS
1 stop5h 05m
Southwest
Sat 8/229:40 am
PNS
- MDW
1 stop4h 40m
Southwest
Deal found 7/1![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1212:46 pm
MDW
- PNS
1 stop4h 26m
Delta
Sat 8/156:00 am
PNS
- MDW
1 stop4h 10m
Delta
Deal found 6/30![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 6/27. 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 8/1110:54 am
MDW
- PNS
1 stop6h 18m
Delta
Sat 8/156:00 am
PNS
- MDW
1 stop4h 10m
Delta
Deal found 6/27![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:00 pm
MDW
- PNS
1 stop7h 00m
Southwest
Thu 8/201:45 pm
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 6/29![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 6/27. 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 8/1110:10 am
MDW
- PNS
2 stops8h 25m
Southwest
Sat 8/157:05 am
PNS
- MDW
1 stop9h 00m
Southwest
Deal found 6/27![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 7/1. 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.
Thu 8/137:25 am
MDW
- PNS
1 stop5h 05m
Southwest
Mon 8/1710:05 am
PNS
- MDW
1 stop6h 50m
Southwest
Deal found 7/1![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:10 pm
MDW
- PNS
1 stop6h 34m
Delta
Tue 8/115:00 pm
PNS
- MDW
1 stop5h 36m
Delta
Deal found 6/29![Delta logo]()
$377
Last-minute flights from Midway to PensacolaDiscover last-minute flight deals from Midway to Pensacola. Data last updated July 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Pensacola. Data last updated July 3, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 7/257:05 am
MDW
- PNS
1 stop8h 10m
Southwest
Wed 7/293:45 pm
PNS
- MDW
Nonstop2h 15m
Southwest
Deal found 7/1![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
MDW
- PNS
1 stop4h 51m
Delta
Tue 7/286:08 pm
PNS
- MDW
1 stop4h 07m
Delta
Deal found 7/1![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:40 am
MDW
- PNS
1 stop4h 45m
Southwest
Tue 8/47:55 am
PNS
- MDW
2 stops7h 30m
Southwest
Deal found 6/29![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 8/42:00 pm
MDW
- PNS
1 stop3h 35m
Southwest
Mon 8/107:45 am
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 7/1![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 7/1. 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 8/128:15 am
MDW
- PNS
2 stops5h 50m
Southwest
Sat 8/159:40 am
PNS
- MDW
1 stop9h 30m
Southwest
Deal found 7/1![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:00 pm
MDW
- PNS
1 stop7h 00m
Southwest
Thu 8/201:45 pm
PNS
- MDW
1 stop6h 25m
Southwest
Deal found 6/29![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 8/156:45 am
MDW
- PNS
1 stop5h 05m
Southwest
Sat 8/229:40 am
PNS
- MDW
1 stop4h 40m
Southwest
Deal found 7/1![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 8/156:45 am
MDW
- PNS
1 stop5h 05m
Southwest
Mon 8/174:20 pm
PNS
- MDW
1 stop6h 00m
Southwest
Deal found 7/1![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 6/28. 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 8/196:05 am
MDW
- PNS
1 stop4h 38m
Delta
Mon 8/244:00 pm
PNS
- MDW
1 stop6h 36m
Delta
Deal found 6/28![Delta logo]()
$300
One-way flights from Midway to PensacolaSearch for one-way flight options from Midway to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 3, 2026.
Search for one-way flight options from Midway to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 3, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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 7/2212:55 pm
MDW
- PNS
Nonstop2h 10m
Southwest
Deal found 7/1![Southwest logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 9/297:25 am
MDW
- PNS
2 stops29h 20m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$143
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 9/292:00 pm
MDW
- PNS
1 stop3h 35m
Southwest
Deal found 7/1![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:10 pm
MDW
- PNS
1 stop6h 20m
Delta
Deal found 7/1![Delta logo]()
$149
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 am
MDW
- PNS
1 stop5h 05m
Southwest
Deal found 6/29![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 6/30. 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.
Tue 7/288:20 am
MDW
- PNS
2 stops5h 05m
Southwest
Deal found 6/30![Southwest logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 9/111:50 am
MDW
- PNS
2 stops21h 56m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 9/2212:03 pm
MDW
- PNS
2 stops24h 42m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/2511:50 am
MDW
- PNS
2 stops24h 19m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$166
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:05 am
MDW
- PNS
1 stop4h 38m
Delta
Deal found 7/1![Delta logo]()
$167
Find flight deals from Midway to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pensacola (PNS). 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 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (Southwest) |
One-way from | $139 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $354 |
Good round-trip deal | $389 or less |
Good one-way deal | $212 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Pensacola 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 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Sat 8/15
6:45 am-11:50 am
1 stop5h 05m
Pensacola
Sat 8/22
9:40 am-2:20 pm
1 stop4h 40m
$292
Quickest round-trip
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Wed 8/12
12:46 pm-5:12 pm
1 stop4h 26m
Pensacola
Sat 8/15
6:00 am-10:10 am
1 stop4h 10m
$297
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Tue 8/11
10:54 am-5:12 pm
1 stop6h 18m
Pensacola
Sat 8/15
6:00 am-10:10 am
1 stop4h 10m
$297
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Thu 8/13
1:00 pm-8:00 pm
1 stop7h 00m
Pensacola
Thu 8/20
1:45 pm-8:10 pm
1 stop6h 25m
$303
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Tue 8/11
10:10 am-6:35 pm
2 stops8h 25m
Pensacola
Sat 8/15
7:05 am-4:05 pm
1 stop9h 00m
$326
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Thu 8/13
7:25 am-12:30 pm
1 stop5h 05m
Pensacola
Mon 8/17
10:05 am-4:55 pm
1 stop6h 50m
$333
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Fri 8/7
5:10 pm-11:44 pm
1 stop6h 34m
Pensacola
Tue 8/11
5:00 pm-10:36 pm
1 stop5h 36m
$377
Cheapest one-way
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Tue 7/28
5:10 pm-11:30 pm
1 stop6h 20m
$149
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Sat 8/8
6:35 am-10:10 am
1 stop3h 35m
$149
ChicagoPensacola
MDW - PNS
MDWPNS
Chicago Midway
Sat 8/8
6:11 am-10:40 am
1 stop4h 29m
$149
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Midway to Pensacola
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 Pensacola in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Pensacola 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-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Pensacola 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-Pensacola 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 Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Midway with our price prediction graph.
MDW-PNS
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 Pensacola
What is the cheapest time of day to fly from MDW to PNS?
Find hourly flight availability from Midway to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Pensacola as you normally would.
How much does it cost to fly round-trip from Chicago Midway Airport to Pensacola?
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated July 3, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Pensacola, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
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 Pensacola. 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 Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Foley
Navarre Beach
Navarre
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Midway and Pensacola flights
Browse other Midway and Pensacola flight options. Last updated on July 3, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on July 3, 2026.
Other flights to Pensacola
Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Midway to Pensacola
Discover the top 2 airlines that operate flights from Midway to Pensacola. 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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$207 | Average$376 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$227 | Average$297 | FlexibilityNo cancel fee | On-timeN/A |