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Cheap flights from Pensacola to Chicago Midway (PNS - MDW)

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How to find the cheapest flight from
Pensacola (PNS) to Chicago Midway (MDW)

PNS - MDW
Price
$286 - $608
MDW
Temperature
33.8 - 84.2 °F
MDW
Rainfall
0.7 - 4.3 inches
Popular in December High demand for flights, 36% potential price rise
Cheapest in April Best time to find cheap flights, 27% potential price drop
Average price $337 Average for round-trip flights in september 2020
Round-trip from 286 kr. From Pensacola to Chicago Midway
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Pensacola to Chicago Midway?

Departing on a Monday is a good option for securing a great price. You can expect to save up to 85% when planning your travel around this day of the week.

How far in advance should I book a flight from Pensacola to Chicago Midway?

Travelers have found it’s best to book a flight 37 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 37 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pensacola to Chicago Midway 1-2 weeks in advance for as low as $177, or $177 for flights within the next 24 hours.

When is the cheapest time to fly from Pensacola to Chicago Midway (PNS - MDW)?

It’s typically best to fly out from Pensacola to Chicago Midway in the evening. Doing so could potentially save you 20% on the flight price compared to flying in the morning, which is usually more expensive.

Cheap flights from Pensacola to Chicago Midway in September, October 2020

The best prices found for PNS to MDW flights for September, October
27 Oct - 3 Nov
$206pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
22 Oct - 25 Oct
$216pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
25 Oct - 1 Nov
$267pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola

Pensacola to Chicago Midway 2020 flight deals

Cheap flights to Chicago Midway from Pensacola found for this year
27 Oct - 3 Nov
$206pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
22 Oct - 25 Oct
$216pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
1 Dec - 7 Dec
$257pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola

Last minute flights from Pensacola to Chicago Midway

Late deals on round-trip flights to Chicago Midway from Pensacola, departing today and this week
5 Oct - 29 Oct
$279pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
7 Oct - 18 Oct
$289pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola
5 Oct - 5 Oct
$352pp
PNS
Pensacola
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
PNS
Pensacola

One-way flights to Chicago Midway from Pensacola

The cheapest one-way flights from Pensacola to Chicago Midway
9:28 am - 4:49 pm
Delta
1 Stop
7h 21m
PNS - MDW
Delta
$796
Delta
8:41 am - 6:47 am
Multiple Airlines
3 Stops
22h 06m
PNS - MDW
Multiple Airlines
$892
Kiwi.com
3:09 am - 1:12 pm
Linear Air Taxi
2 Stops
10h 03m
PNS - MDW
Linear Air Taxi
$7,429
Travelgenio

Related info for your journey

Useful info, stats and facts about Pensacola to Chicago Midway flights.

Flight FAQs

From Pensacola to Chicago Midway

Are flight prices decreasing from Pensacola to Chicago Midway due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Pensacola and Chicago Midway for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Pensacola to Chicago Midway for under $300 on Cheapflights?

Yes, there are multiple flights from Pensacola to Chicago Midway for under $300. The cheapest flight booked recently is on Delta for just $206, but on average you can expect to pay $1,889.

Are there nonstop flights from Pensacola to Chicago Midway for under $200 on Cheapflights?

There are no nonstop flights from Pensacola to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

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

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

Does it rain more in Pensacola or Chicago Midway?

Expected rainfall in Pensacola is less than in Chicago Midway. You can expect this to be the case over the next 12 days.

Is Pensacola weather warmer or cooler than Chicago Midway?

We forecast the temperature to be around the 91 °F's in July, on average. The temperature in Chicago Midway is generally colder than in Pensacola. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Pensacola to Chicago Midway?

Delta and Linear Air Taxi can get you from Pensacola to Chicago Midway in just under 3h 40m. Your travel time can differ by up to 6h 23m. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

Flying on Delta is currently your cheapest option to Chicago Midway, with prices starting at $206. Another option worth looking into is Linear Air Taxi, starting at $9,113 round trip. You may be able to fly from Pensacola to Chicago Midway for 47% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Pensacola to Chicago Midway one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $103. Users have also found tickets on Linear Air Taxi for as little as $7,395.

Alternative routes for Pensacola to Chicago Midway

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Pensacola to Chicago Midway
Average temperature for September in Chicago Midway
77.0 °F
Avg rainfall for September in Chicago Midway
2.4 ″

Airports servicing Pensacola

Airports servicing Chicago

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