Cheap flights from Pensacola (PNS) to Midway (MDW) from $95

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 4/12. 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
Feb 27 — Mar 51

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 February 22, 2024.

Popular in

February

Cheapest in

November

Average price

$567

Round-trip from

$223
High demand for flights, 26% potential price rise
Best time to find cheap flights, 55% potential price drop
Average for round-trip flights in February 2024
From Pensacola to Chicago Midway

What is the cheapest day to fly round-trip from Pensacola to Chicago Midway Airport?

Flying to your destination on a Tuesday 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 morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 50% on airfare.

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 3,442,422 searches. Data last updated February 22, 2024.
Check out some of the cheapest Delta flights we've come across from Pensacola to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 4/234:27 pmPNS - MDW
1 stop6h 22mDelta
Sat 4/276:00 amMDW - PNS
1 stop6h 46mDelta
Deal found 2/21$233
Tue 7/91:59 pmPNS - MDW
1 stop4h 00mDelta
Mon 7/153:45 pmMDW - PNS
1 stop4h 28mDelta
Deal found 2/21$248
Tue 4/237:29 pmPNS - MDW
2 stops17h 16mDelta
Sat 4/276:00 amMDW - PNS
1 stop6h 46mDelta
Deal found 2/21$270
Sat 3/24:15 pmPNS - MDW
1 stop5h 45mDelta
Sun 3/36:00 amMDW - PNS
1 stop4h 42mDelta
Deal found 2/21$278
Tue 4/234:27 pmPNS - MDW
1 stop6h 22mDelta
Wed 4/245:00 pmMDW - PNS
1 stop6h 12mDelta
Deal found 2/20$318
Tue 4/235:15 amPNS - MDW
2 stops11h 34mDelta
Wed 4/246:00 amMDW - PNS
1 stop6h 46mDelta
Deal found 2/20$325
Fri 3/89:54 amPNS - MDW
1 stop6h 08mDelta
Sun 3/106:00 amMDW - PNS
1 stop4h 42mDelta
Deal found 2/21$333
Tue 4/237:29 pmPNS - MDW
2 stops21h 20mDelta
Sat 4/279:30 amMDW - PNS
2 stops27h 16mDelta
Deal found 2/21$342
Tue 4/236:50 amPNS - MDW
2 stops9h 59mDelta
Wed 4/246:30 amMDW - PNS
2 stops16h 42mDelta
Deal found 2/20$393

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 3,442,422 searches. Data last updated February 22, 2024.
Browse through some of the cheapest Frontier flights traveling from Pensacola to Chicago. Make sure to examine the flight information before completing your reservation.
Sat 4/1310:37 pmPNS - MDW
1 stop9h 54mFrontier
Sun 4/1410:27 pmMDW - PNS
1 stop21h 43mFrontier
Deal found 2/21$186
Fri 4/196:58 pmPNS - MDW
1 stop21h 40mFrontier
Tue 4/235:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 2/21$194
Wed 3/279:44 pmPNS - MDW
1 stop10h 40mFrontier
Sat 3/309:14 amMDW - PNS
1 stop11h 27mFrontier
Deal found 2/21$207
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Thu 3/79:14 amMDW - PNS
1 stop11h 42mFrontier
Deal found 2/22$274
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mFrontier
Deal found 2/22$293
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mFrontier
Deal found 2/21$295
Thu 3/79:56 pmPNS - MDW
1 stop10h 28mFrontier
Sun 3/109:43 amMDW - PNS
1 stop11h 29mFrontier
Deal found 2/21$316
Thu 3/79:56 pmPNS - MDW
1 stop24h 10mFrontier
Sun 3/1010:57 pmMDW - PNS
1 stop21h 47mFrontier
Deal found 2/21$326
Thu 3/149:45 pmPNS - MDW
1 stop10h 39mFrontier
Tue 3/199:14 amMDW - PNS
1 stop11h 41mFrontier
Deal found 2/20$336

Cheap Pensacola to Midway flights in February & March 2024

Find cheap flight options from Pensacola to Midway specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,442,422 searches. Prices were last updated on February 22, 2024.
The lowest fares we've come across on flights traveling from Pensacola to Chicago in February and March 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 3/611:05 amPNS - MDW
1 stop9h 16mMultiple Airlines
Wed 3/139:14 amMDW - PNS
1 stop11h 30mMultiple Airlines
Deal found 2/20$178
Tue 3/129:45 pmPNS - MDW
1 stop10h 39mMultiple Airlines
Thu 3/147:46 amMDW - PNS
1 stop9h 48mMultiple Airlines
Deal found 2/22$188
Tue 3/129:50 amPNS - MDW
2 stops14h 54mMultiple Airlines
Thu 3/147:46 amMDW - PNS
1 stop9h 48mMultiple Airlines
Deal found 2/22$204
Wed 3/279:44 pmPNS - MDW
1 stop10h 40mFrontier
Sat 3/309:14 amMDW - PNS
1 stop11h 27mFrontier
Deal found 2/21$207
Wed 3/2011:05 amPNS - MDW
1 stop8h 48mMultiple Airlines
Wed 3/279:14 amMDW - PNS
1 stop11h 30mMultiple Airlines
Deal found 2/21$209
Wed 3/2711:00 amPNS - MDW
2 stops10h 31mMultiple Airlines
Sat 3/307:55 amMDW - PNS
1 stop9h 01mMultiple Airlines
Deal found 2/21$212
Thu 2/298:55 amPNS - MDW
2 stops11h 26mMultiple Airlines
Thu 3/77:46 amMDW - PNS
1 stop7h 06mMultiple Airlines
Deal found 2/22$252
Fri 3/811:50 amPNS - MDW
1 stop4h 12mDelta
Mon 3/116:00 amMDW - PNS
1 stop4h 42mDelta
Deal found 2/22$253
Sat 3/24:10 pmPNS - MDW
1 stop8h 34mMultiple Airlines
Sun 3/35:15 pmMDW - PNS
2 stops14h 39mMultiple Airlines
Deal found 2/21$268

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 3,442,422 searches. Data last updated February 22, 2024.
The lowest fares we've come across on flights traveling from Pensacola to Chicago in February and March 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 4/2712:10 pmPNS - MDW
1 stop7h 17mMultiple Airlines
Tue 4/305:30 amMDW - PNS
1 stop11h 25mMultiple Airlines
Deal found 2/22$166
Wed 3/611:05 amPNS - MDW
1 stop9h 16mMultiple Airlines
Wed 3/139:14 amMDW - PNS
1 stop11h 30mMultiple Airlines
Deal found 2/20$178
Sat 4/1310:37 pmPNS - MDW
1 stop9h 54mFrontier
Sun 4/1410:27 pmMDW - PNS
1 stop21h 43mFrontier
Deal found 2/21$186
Tue 3/129:45 pmPNS - MDW
1 stop10h 39mMultiple Airlines
Thu 3/147:46 amMDW - PNS
1 stop9h 48mMultiple Airlines
Deal found 2/22$188
Fri 4/196:58 pmPNS - MDW
1 stop21h 40mFrontier
Tue 4/235:30 amMDW - PNS
1 stop11h 25mFrontier
Deal found 2/21$194
Thu 4/257:05 pmPNS - MDW
1 stop16h 33mFrontier
Sun 4/289:21 amMDW - PNS
1 stop8h 35mFrontier
Deal found 2/22$195
Tue 3/129:50 amPNS - MDW
2 stops14h 54mMultiple Airlines
Thu 3/147:46 amMDW - PNS
1 stop9h 48mMultiple Airlines
Deal found 2/22$204
Wed 3/279:44 pmPNS - MDW
1 stop10h 40mFrontier
Sat 3/309:14 amMDW - PNS
1 stop11h 27mFrontier
Deal found 2/21$207
Wed 9/251:59 pmPNS - MDW
1 stop4h 00mDelta
Mon 9/303:45 pmMDW - PNS
1 stop4h 27mDelta
Deal found 2/22$208

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 3,442,422 searches. Data last updated February 22, 2024.
Check out these flights departing soon from Pensacola to Chicago. It's wise to confirm all flight details are correct before booking.
Thu 2/298:55 amPNS - MDW
2 stops11h 26mMultiple Airlines
Thu 3/77:46 amMDW - PNS
1 stop7h 06mMultiple Airlines
Deal found 2/22$252
Sat 3/24:10 pmPNS - MDW
1 stop8h 34mMultiple Airlines
Sun 3/35:15 pmMDW - PNS
2 stops14h 39mMultiple Airlines
Deal found 2/21$268
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Thu 3/79:14 amMDW - PNS
1 stop11h 42mFrontier
Deal found 2/22$274
Thu 2/298:55 amPNS - MDW
2 stops11h 26mMultiple Airlines
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mMultiple Airlines
Deal found 2/21$276
Sat 3/24:15 pmPNS - MDW
1 stop5h 45mDelta
Sun 3/36:00 amMDW - PNS
1 stop4h 42mDelta
Deal found 2/21$278
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mFrontier
Deal found 2/22$293
Thu 2/2912:07 pmPNS - MDW
1 stop22h 30mFrontier
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mFrontier
Deal found 2/21$295
Wed 2/2811:10 amPNS - MDW
1 stop9h 11mMultiple Airlines
Sat 3/28:45 amMDW - PNS
1 stop6h 34mMultiple Airlines
Deal found 2/22$308
Fri 3/18:55 amPNS - MDW
2 stops11h 22mMultiple Airlines
Sun 3/310:27 pmMDW - PNS
1 stop12h 34mMultiple Airlines
Deal found 2/20$370

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 3,442,422 searches. Data last updated February 22, 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.
Fri 4/124:14 pmPNS - MDW
1 stop27h 13mMultiple Airlines
Deal found 2/21$95
Wed 4/177:37 pmPNS - MDW
1 stop12h 59mFrontier
Deal found 2/21$97
Wed 3/279:44 pmPNS - MDW
1 stop10h 40mFrontier
Deal found 2/21$106
Sun 3/173:45 pmPNS - MDW
1 stop28h 08mMultiple Airlines
Deal found 2/21$117
Sun 3/176:25 pmPNS - MDW
1 stop25h 28mMultiple Airlines
Deal found 2/22$118
Fri 4/124:14 pmPNS - MDW
2 stops22h 25mMultiple Airlines
Deal found 2/21$121
Sun 3/176:25 pmPNS - MDW
2 stops22h 36mMultiple Airlines
Deal found 2/22$122
Mon 5/136:31 pmPNS - MDW
2 stops19h 22mMultiple Airlines
Deal found 2/21$123
Mon 3/189:44 pmPNS - MDW
1 stop10h 40mFrontier
Deal found 2/22$124

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 3,442,422 searches. Data last updated February 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$166 - $248

Route

Depart

Return

Price

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Sat 4/27

1 stop7h 17m

Chicago Midway

Tue 4/30

1 stop11h 25m

$166

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Wed 3/6

1 stop9h 16m

Chicago Midway

Wed 3/13

1 stop11h 30m

$178

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Sat 4/13

1 stop9h 54m

Chicago Midway

Sun 4/14

1 stop21h 43m

$186

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Fri 4/19

1 stop21h 40m

Chicago Midway

Tue 4/23

1 stop11h 25m

$194

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Wed 3/27

1 stop10h 40m

Chicago Midway

Sat 3/30

1 stop11h 27m

$207

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Wed 3/20

1 stop8h 48m

Chicago Midway

Wed 3/27

1 stop11h 30m

$209

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Wed 3/27

2 stops10h 31m

Chicago Midway

Sat 3/30

1 stop9h 01m

$212

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Tue 4/23

1 stop6h 22m

Chicago Midway

Sat 4/27

1 stop6h 46m

$233

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Tue 7/9

1 stop4h 00m

Chicago Midway

Mon 7/15

1 stop4h 28m

$248

Flights are sorted by cheapest first

Deals found on 2/22

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 February 18, 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.
Search Deals

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 $114 while a round-trip flight costs $204. Price data was last updated on February 18, 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 $259). 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

$193

March

$188

April

$182

May

$208

June

$243

July

$259

August

$190

September

$158

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 February 22, 2024.
Read reviews from past customers who have flown Delta and Frontier 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.
8.1
Very good
11,921 reviews

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

8.1
Very good
11,921 reviews
8.1
Very good
11,921 reviews

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

6.4
Okay
4,512 reviews
8.1
Very good
11,921 reviews

Comfort

7.9

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Reviews

1 / 10

Although I adhered to 17.7 lbs for carry-on and complied with dimensions of personal item for ITA, I felt very restricted compared to other travelers.

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.

What airport do you fly from for flights from Pensacola to Chicago Midway?

Located just 4.0 mi from the city center, Pensacola is the airport most travelers will use when flying to Chicago Midway from Pensacola. Booking flights from Pensacola (PNS) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 2 different airlines.

Can I find flights from Pensacola to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Pensacola to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Multiple Airlines for just $166, but on average you can expect to pay $263.

Are there last-minute flights available from Pensacola to Chicago Midway Airport for under $300?

There are currently 17+ open flights from Pensacola to Chicago Midway Airport within the next 7 days for less than $300.

What are the cheapest airlines flying from Pensacola to Chicago Midway Airport round-trip?

Cheapflights users have booked flights from Pensacola to Chicago Midway Airport round-trip from $186. Another airline that can offer you cheap pricing is Delta. These flights start at 55% lower than the current average price 3 months from now.

What does PNS to MDW mean?

PNS and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. PNS to MDW refers to a flight route from Pensacola Airport to Chicago Midway Airport.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 3,442,422 searches. Data last updated February 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$152Average$214FlexibilityNo cancel feeOn-time88%
Search Allegiant Air flights
DeltaCheapest$194Average$417FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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 February 22, 2024.
Sunday1daily flight
Monday0daily flights
Tuesday0daily flights
Wednesday0daily flights
Thursday0daily flights
Friday0daily flights
Saturday2daily 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

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How does Cheapflights help users find flights from Pensacola to Midway?

Cheapflights makes it easy to find Pensacola to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Pensacola to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from Pensacola to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pensacola to Midway with no change fees?

Yes! Cheapflights helps users easily find flights from Pensacola to Midway with no change fees.

Can Cheapflights notify me if prices for flights from Pensacola to Midway become cheaper?

Not ready to book yet? You can track prices for flights from Pensacola to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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