Cheap flights from Pensacola (PNS) to Midway (MDW) from $55
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 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PNS — MDW
May 1 — May 81
From?
To?
1 adult, Economy
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Cheap flight deals from Pensacola to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) 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 April 26, 2024.
Popular in | February |
|---|---|
Cheapest in | November |
Round-trip from | $222 |
One-way from | $55 |
What is the cheapest day to fly round-trip from Pensacola to Chicago Midway Airport?
Flying to your destination on a Saturday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago Midway Airport. Check prices with Cheapflights to find a great deal for your trip.
How far in advance should I book a flight from Pensacola to Chicago Midway Airport?
Find a great deal and save up to 49% by booking at least 37 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Pensacola to Chicago Midway Airport within the next two weeks, with the cheapest ticket starting at $321.
What is the cheapest month to fly from Pensacola to Chicago Midway Airport?
October can be a great time to fly to Chicago Midway Airport from Pensacola with a flight ticket averaging about $404. Cheapflights users have found deals in the month of October for as cheap as $133. The most expensive prices can be found in the month of January.
When is the cheapest time to fly from Pensacola to Chicago Midway Airport (PNS - MDW)?
One of the essential ways to save on airfare from Pensacola to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 51% on airfare.
Cheap Frontier flights from Pensacola to Midway
Explore cheap flight options specifically provided by Frontier for the route between Pensacola and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,701 searches. Data last updated April 26, 2024.
Check out some of the cheapest Frontier flights we've come across from Pensacola to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Mon 5/139:10 pmPNS - MDW
1 stop14h 28mFrontier
Mon 5/205:11 amMDW - PNS
1 stop15h 31mFrontier
Deal found 4/24$108
Wed 5/87:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/1110:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/23$124
Sat 5/189:41 pmPNS - MDW
1 stop13h 28mFrontier
Mon 5/205:11 amMDW - PNS
1 stop15h 31mFrontier
Deal found 4/24$126
Fri 9/68:10 pmPNS - MDW
1 stop15h 42mFrontier
Mon 9/96:00 amMDW - PNS
1 stop13h 13mFrontier
Deal found 4/25$155
Fri 8/308:10 pmPNS - MDW
1 stop15h 42mFrontier
Sun 9/16:00 amMDW - PNS
1 stop13h 13mFrontier
Deal found 4/24$160
Fri 5/179:44 pmPNS - MDW
1 stop23h 22mFrontier
Sun 5/195:01 amMDW - PNS
1 stop10h 39mFrontier
Deal found 4/24$168
Wed 5/299:51 pmPNS - MDW
1 stop13h 18mFrontier
Wed 6/125:55 amMDW - PNS
1 stop14h 31mFrontier
Deal found 4/24$177
Sat 5/49:53 pmPNS - MDW
1 stop10h 38mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$178
Fri 5/36:27 pmPNS - MDW
1 stop22h 11mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$197
Cheap Delta flights from Pensacola to Midway
Explore cheap flight options specifically provided by Delta for the route between Pensacola and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,701 searches. Data last updated April 26, 2024.
Browse through some of the cheapest Delta flights traveling from Pensacola to Chicago. Make sure to examine the flight information before completing your reservation.
Wed 9/45:20 amPNS - MDW
1 stop3h 52mDelta
Sat 9/710:11 amMDW - PNS
1 stop6h 25mDelta
Deal found 4/25$208
Mon 6/247:00 amPNS - MDW
1 stop4h 55mDelta
Sun 6/306:00 amMDW - PNS
1 stop6h 35mDelta
Deal found 4/23$218
Sat 9/75:20 amPNS - MDW
1 stop3h 52mDelta
Sat 9/76:15 pmMDW - PNS
1 stop4h 42mDelta
Deal found 4/25$228
Thu 9/55:20 amPNS - MDW
1 stop3h 52mDelta
Tue 9/106:50 pmMDW - PNS
1 stop4h 07mDelta
Deal found 4/25$243
Thu 9/55:20 amPNS - MDW
1 stop3h 52mDelta
Wed 9/1110:11 amMDW - PNS
1 stop4h 12mDelta
Deal found 4/25$253
Mon 6/248:05 amPNS - MDW
1 stop3h 50mDelta
Wed 7/31:24 pmMDW - PNS
2 stops10h 20mDelta
Deal found 4/23$267
Tue 6/258:05 amPNS - MDW
1 stop3h 50mDelta
Sat 7/612:45 pmMDW - PNS
1 stop5h 48mDelta
Deal found 4/23$283
Wed 6/262:05 pmPNS - MDW
1 stop3h 54mDelta
Sun 6/306:00 amMDW - PNS
1 stop6h 35mDelta
Deal found 4/23$293
Mon 6/248:05 amPNS - MDW
1 stop3h 50mDelta
Wed 7/312:45 pmMDW - PNS
1 stop8h 15mDelta
Deal found 4/23$297
Cheap Pensacola to Midway flights in April & May 2024
Find cheap flight options from Pensacola to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,701 searches. Prices were last updated on April 26, 2024.
The lowest fares we've come across on flights traveling from Pensacola to Chicago in April and May 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 5/87:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/1110:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/24$124
Sat 5/189:41 pmPNS - MDW
1 stop13h 28mFrontier
Mon 5/205:11 amMDW - PNS
1 stop15h 31mFrontier
Deal found 4/24$126
Mon 5/139:10 pmPNS - MDW
1 stop14h 28mFrontier
Fri 5/175:01 amMDW - PNS
1 stop15h 41mFrontier
Deal found 4/25$127
Fri 5/106:27 pmPNS - MDW
1 stop22h 11mFrontier
Sun 5/1210:27 pmMDW - PNS
1 stop21h 43mFrontier
Deal found 4/25$147
Sat 5/49:53 pmPNS - MDW
1 stop10h 38mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$178
Fri 5/36:27 pmPNS - MDW
1 stop22h 11mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$197
Wed 5/17:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/410:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/25$218
Tue 5/215:55 pmPNS - MDW
1 stop17h 14mFrontier
Thu 5/305:01 amMDW - PNS
1 stop10h 07mFrontier
Deal found 4/24$226
Wed 5/17:46 pmPNS - MDW
1 stop12h 50mFrontier
Thu 5/210:53 pmMDW - PNS
1 stop18h 34mFrontier
Deal found 4/25$227
Pensacola to Midway 2024 flight deals
Discover exclusive flight deals for travel between Pensacola and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,701 searches. Data last updated April 26, 2024.
The lowest fares we've come across on flights traveling from Pensacola to Chicago in April and May 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 5/87:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/1110:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/24$124
Sat 5/189:41 pmPNS - MDW
1 stop13h 28mFrontier
Mon 5/205:11 amMDW - PNS
1 stop15h 31mFrontier
Deal found 4/24$126
Mon 5/139:10 pmPNS - MDW
1 stop14h 28mFrontier
Fri 5/175:01 amMDW - PNS
1 stop15h 41mFrontier
Deal found 4/25$127
Fri 5/106:27 pmPNS - MDW
1 stop22h 11mFrontier
Sun 5/1210:27 pmMDW - PNS
1 stop21h 43mFrontier
Deal found 4/25$147
Fri 9/68:10 pmPNS - MDW
1 stop15h 42mFrontier
Mon 9/96:00 amMDW - PNS
1 stop13h 13mFrontier
Deal found 4/25$155
Sat 5/49:53 pmPNS - MDW
1 stop10h 38mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$178
Fri 5/36:27 pmPNS - MDW
1 stop22h 11mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$197
Wed 9/45:20 amPNS - MDW
1 stop3h 52mDelta
Sat 9/710:11 amMDW - PNS
1 stop6h 25mDelta
Deal found 4/25$208
Wed 5/17:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/410:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/25$218
Pensacola to Midway flights leaving soon
Find last-minute flight options from Pensacola to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,068,701 searches. Data last updated April 26, 2024.
Check out these flights departing soon from Pensacola to Chicago. It's wise to confirm all flight details are correct before booking.
Sat 5/49:53 pmPNS - MDW
1 stop10h 38mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$178
Fri 5/36:27 pmPNS - MDW
1 stop22h 11mFrontier
Tue 5/75:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 4/25$197
Wed 5/17:46 pmPNS - MDW
1 stop12h 50mFrontier
Sat 5/410:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/25$218
Wed 5/17:46 pmPNS - MDW
1 stop12h 50mFrontier
Thu 5/210:53 pmMDW - PNS
1 stop18h 34mFrontier
Deal found 4/25$227
Sun 5/56:46 pmPNS - MDW
1 stop16h 52mFrontier
Sat 5/1110:30 amMDW - PNS
1 stop10h 23mFrontier
Deal found 4/25$474
Sun 5/56:46 pmPNS - MDW
1 stop16h 52mFrontier
Wed 5/85:30 amMDW - PNS
1 stop13h 16mFrontier
Deal found 4/25$481
Sat 5/44:27 pmPNS - MDW
1 stop6h 23mDelta
Tue 5/79:32 amMDW - PNS
2 stops7h 20mDelta
Deal found 4/25$692
Wed 5/15:15 amPNS - MDW
1 stop6h 40mDelta
Sat 5/49:30 amMDW - PNS
2 stops5h 52mDelta
Deal found 4/25$742
Sun 5/55:15 amPNS - MDW
1 stop3h 55mDelta
Sat 5/119:32 amMDW - PNS
2 stops8h 55mDelta
Deal found 4/25$844
One-way flights to Midway from Pensacola
Search for one-way flight options from Pensacola to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,068,701 searches. Data last updated April 26, 2024.
Users traveling one-way from Pensacola to Chicago can select one of these great deals. Users needing a return flight from Pensacola to Chicago should utilize the search form above.
Sat 5/119:53 pmPNS - MDW
1 stop10h 38mFrontier
Deal found 4/24$55
Wed 5/87:46 pmPNS - MDW
1 stop12h 50mFrontier
Deal found 4/24$60
Sat 5/49:53 pmPNS - MDW
1 stop10h 38mFrontier
Deal found 4/24$95
Thu 6/69:35 pmPNS - MDW
1 stop14h 27mFrontier
Deal found 4/24$220
Sun 6/96:00 amPNS - MDW
1 stop3h 51mDelta
Deal found 4/24$266
Sun 5/195:57 pmPNS - MDW
1 stop4h 04mDelta
Deal found 4/23$299
Mon 9/28:10 pmPNS - MDW
1 stop15h 42mFrontier
Deal found 4/24$339
Sat 5/115:15 amPNS - MDW
2 stops10h 58mDelta
Deal found 4/24$475
Sun 5/195:15 amPNS - MDW
2 stops8h 20mDelta
Deal found 4/23$794
Find flights from Pensacola to Midway within your budget
Customize your flight search to find flights from Pensacola 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 3,068,701 searches. Data last updated April 26, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$108 - $228
Route
Depart
Return
Price
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Mon 5/13
1 stop14h 28m
Chicago Midway
Mon 5/20
1 stop15h 31m
$108
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Wed 5/8
1 stop12h 50m
Chicago Midway
Sat 5/11
1 stop10h 23m
$124
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Sat 5/18
1 stop13h 28m
Chicago Midway
Mon 5/20
1 stop15h 31m
$126
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Fri 9/6
1 stop15h 42m
Chicago Midway
Mon 9/9
1 stop13h 13m
$155
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Fri 8/30
1 stop15h 42m
Chicago Midway
Sun 9/1
1 stop13h 13m
$160
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Fri 5/17
1 stop23h 22m
Chicago Midway
Sun 5/19
1 stop10h 39m
$168
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Wed 9/4
1 stop3h 52m
Chicago Midway
Sat 9/7
1 stop6h 25m
$208
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Mon 6/24
1 stop4h 55m
Chicago Midway
Sun 6/30
1 stop6h 35m
$218
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Sat 9/7
1 stop3h 52m
Chicago Midway
Sat 9/7
1 stop4h 42m
$228
When is the cheapest time to fly from Pensacola to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Pensacola to Midway. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Pensacola to Chicago Midway Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to Midway by month
Plan your trip from Pensacola to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Pensacola to Midway is currently $289 while a round-trip flight costs $166. Price data was last updated on April 21, 2024.
Currently, December is the cheapest month in which you can book a flight from Pensacola to Chicago Midway Airport (average of $140). Flying from Pensacola to Chicago Midway Airport in July is currently the most expensive (average of $254). 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.
January
$194
February
$190
March
$219
April
$159
May
$185
June
$235
July
$254
August
$196
September
$157
October
$143
November
$165
December
$140
Temperature and rainfall in Midway by month
Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
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 April 26, 2024.
Read reviews from past customers who have flown Frontier and Delta from Pensacola to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
10,975 reviews
Food
7.4
Crew
8.6
Entertainment
8.0
Overall
8.1
Comfort
7.9
Boarding
8.2
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
10,975 reviews
10,975 reviews
Food
7.4
Crew
8.6
Entertainment
8.0
Overall
8.1
Comfort
7.9
Boarding
8.2
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
Related info for your journey
Find useful and relevant information for your journey from Pensacola to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Pensacola to MidwaySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Pensacola to Midway
Discover the top 2 airlines that operate flights from Pensacola 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 3,068,701 searches. Data last updated April 26, 2024.
Search flights from Pensacola to Midway by cabin class
Find flights from Pensacola to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Weekly flight availability from Pensacola to Midway
Explore weekly flight availability from Pensacola to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 26, 2024.
| Sunday | 1daily flight |
|---|---|
| Monday | 0daily flights |
| Tuesday | 0daily flights |
| Wednesday | 0daily flights |
| Thursday | 0daily flights |
| Friday | 0daily flights |
| Saturday | 2daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Pensacola to Midway?
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