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Cheap Flights from Chicago to Pensacola, FL, United States - CHI to PNS

Popular flights from Chicago to Pensacola

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
Aug 10, 2016 Aug 16, 2016 $291
United Airlines
Departure Date Return Date Lowest Price
Aug 3, 2016 Aug 10, 2016 $292

How Much Does it Cost to Fly from Chicago to Pensacola (CHI to PNS)?

We have collected flight cost data from across the web for travel from Chicago to Pensacola, and have found the average flight price for this trip to be $314.

When Can I Buy the Cheapest Flight from Chicago to Pensacola (CHI to PNS)?

Airlines can adjust prices for plane tickets from Chicago to Pensacola based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Pensacola

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Pensacola should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $848 $374
7-14 days $555 $326
14-21 days $532 $401
21-30 days $559 $328
30-60 days $337 $305
60-90 days $316 $292
90+ days $316 $291

Cheapest Day To Fly from Chicago to Pensacola

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Pensacola.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$311 $294 $292 $312 $349 $328 $311

Lowest Fares Chart By Month from Chicago to Pensacola

The chart below shows the lowest fare by month when flying from Chicago to Pensacola.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago Pensacola American 5/17/16 5/21/16 1 $326
June Chicago Pensacola United 6/14/16 6/21/16 1 $305
July Chicago Pensacola United 7/19/16 7/26/16 1 $294
August Chicago Pensacola American 8/10/16 8/16/16 1 $291
September Chicago Pensacola American 9/8/16 9/10/16 1 $292
October Chicago Pensacola American 10/27/16 11/2/16 1 $292
November Chicago Pensacola American 11/6/16 11/12/16 1 $292
December Chicago Pensacola American 12/26/16 12/31/16 1 $474

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Pensacola

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Pensacola.

Next 30 Days

SunMonTueWedThuFriSat
8 9 10 11 12 13 14
$737
15 16 17 18 19 20 21
$737 $797
22 23 24 25 26 27 28
$797 $817
29 30 31 1 2 3 4
$817 $559
5 6 7 8 9 10 11
$559 $1,000
12 13 14 15 16 17 18
$1,000

TIPSave $182 by flying into New Orleans instead of Pensacola from Chicago

Non-Stop vs Connecting Flights from Chicago to Pensacola (CHI to PNS)

Your Chicago to Pensacola flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Pensacola is $315.

The average price for non-stop flights from Chicago to Pensacola is $336.

The chart below shows up to date information regarding non-stop flights from Chicago to Pensacola.

Nonstop Flight Details from Chicago to Pensacola
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 1 1 1 1 1 1 1 07:39 07:39

Round Trip vs One Way Flights from Chicago to Pensacola (CHI to PNS)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Pensacola. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Pensacola is $146.

The average price for round trip flights from Chicago to Pensacola is $315.

Chicago to Pensacola Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Pensacola?
Answer: The average Chicago to Pensacola flight time is 2 hours and 19 minutes.
Question: How many miles are there between Chicago and Pensacola?
Answer: The distance from Chicago to Pensacola is 795 miles.
Question: How common are direct flights from Chicago to Pensacola?
Answer: There are 7 direct flights from Chicago to Pensacola.
Question: What is the most popular airline for non-stop flights from Chicago to Pensacola?
Answer: United Airlines provides 100% of the non-stop flights between Chicago and Pensacola.
Question: What are the most popular connecting cities when flying from Chicago to Pensacola?
Answer: Atlanta, GA

Airlines Flying from Chicago to Pensacola (CHI to PNS)

Below are the different airlines that fly from Chicago to Pensacola with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Pensacola.

Chicago to Pensacola
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American DFW X X X X X X X
Delta ATL X X X X X X X
Delta DTW / ATL X X X X X X X
United - X X X X X X X
United IAH X X X X X X X
Southwest - X
Southwest HOU X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Pensacola, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Spirit, United $89
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $127
Chicago to Atlanta American, Spirit, United $71
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $84
Chicago to New Orleans American, Spirit, United $87
Chicago to Miami American, Alaska, Frontier, United $108
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $112
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $122
Chicago to Houston American, Spirit, United $117
Chicago to Tampa American, Alaska, Spirit, United $126
Chicago to Panama CityCheck Dates
Chicago to Valparaiso American, United $323
Chicago to Washington American, Alaska, Frontier, United $88
Chicago to Mobile American, United $317

Cheap Domestic Flights to Pensacola - PNS

FlightsAirlineLowest Price
Milwaukee to Pensacola American, Frontier, United $338
Indianapolis to Pensacola American, United $351
Grand Rapids to Pensacola American, United $330
Madison to Pensacola American, United $408
Peoria to Pensacola American, United $360
Moline to Pensacola American, United $395
Ft Wayne to Pensacola American, United $374
Green Bay to Pensacola American, United $590
Appleton to Pensacola United $559
Lansing to Pensacola American, United $513
Bloomington - Normal to Pensacola American $417
South Bend to Pensacola United $384
Kalamazoo to Pensacola American, United $398
Toledo to Pensacola American Check Dates
Springfield to Pensacola American, United $416
Indianapolis to Atlanta American, Alaska, Frontier, United $88
Cheap Flights from Chicago to Pensacola, FL, United States, from $291 Round trip from CHI to PNS