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Did you mean flights from Pensacola to Chicago?

Flights from Chicago to Pensacola, United States Last modified: Sep 26, 2016 12:58 AM

TIPSave $353 by flying into New Orleans instead of Pensacola from Chicago

Chicago to Pensacola Last modified: Sep 26, 2016 12:58 AM

We've scanned 20,789,023,501 round trip itineraries and found the cheapest flights from Chicago to Pensacola. American & United frequently offer the best deals on Chicago to Pensacola flights, or select your preferred carrier below to see the cheapest days to fly.

American
CHIPNS
Tue 10/25
2 stops
PNSCHI
Tue 11/1
2 stops
$333
Select
United
CHIPNS
Sat 12/17
1 stop
PNSCHI
Sun 12/25
1 stop
$337
Select

How Much is a Flight from Chicago to Pensacola?

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 $348.

Where To Buy Cheap Flights from Chicago to Pensacola?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for 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 found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Pensacola?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Pensacola.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $561
7-14 days $0 $475
14-21 days $0 $366
21-30 days $0 $333
30-60 days $0 $342
60-90 days $352 $337
90+ days $329 $337

Cheapest Day To Fly from Chicago to Pensacola

We've examined 20,795,316,600 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Pensacola is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$389 $333 $343 $343 $343 $337 $343

Compare Flight Prices from Chicago to Pensacola by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Pensacola flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Chicago Pensacola American 9/26/16 10/3/16 1 $673
October Chicago Pensacola American 10/25/16 11/1/16 2 $333
November Chicago Pensacola American 11/15/16 11/16/16 1 $342
December Chicago Pensacola United 12/17/16 12/25/16 1 $337
January Chicago Pensacola American 1/7/17 1/12/17 1 $343
February Chicago Pensacola American 2/4/17 2/11/17 1 $343
March Chicago Pensacola American 3/8/17 3/14/17 1 $343
April Chicago Pensacola American 4/12/17 4/18/17 1 $344

Cheap Last Minute Flights from Chicago to Pensacola

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Pensacola. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 1
$672
2 3 4 5 6 7 8
$672 $547
9 10 11 12 13 14 15
$547 $491
16 17 18 19 20 21 22
$491 $346
23 24 25 26 27 28 29
$346 $366
30 31 1 2 3 4 5
$366

Connecting Flights vs Direct Flights from Chicago to Pensacola

Flights between some cities may be significantly cheaper if you choose 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 $339.

The average price for direct flights from Chicago to Pensacola is $402.

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

Weekly Direct Flights from Chicago to Pensacola - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Southwest 0 0 0 0 0 1 0 14:15 14:15

One Way Flights vs Round Trip Flights from Chicago to Pensacola

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 not available.

The average price for round trip flights from Chicago to Pensacola is $339.

Chicago to Pensacola Flight Questions

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

Question: How long is the flight from Chicago to Pensacola?
Answer: The average Chicago to Pensacola flight time is 2 hours and 10 minutes.
Question: How far is Pensacola from Chicago?
Answer: The distance from Chicago to Pensacola is 782 miles (1,258 kilometers).
Question: How common are direct flights from Chicago to Pensacola?
Answer: There is only one direct flight from Chicago to Pensacola.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Pensacola?
Answer: Southwest 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: Charlotte, NC

Airlines in Chicago flying to Pensacola Last modified: Sep 26, 2016 12:58 AMNumber of routes searched: 122Number of itineraries searched: 77,384

Wondering which airlines fly out of Chicago to Pensacola? We've gathered the average price of Chicago airlines with flights to Pensacola. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Pensacola
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American CLT
American DFW
United IAH
United MCO
American MIA
Delta ATL
United TPA
United -
United FLL
American DTW

Chicago to Pensacola Airports

These are the major commercial airports we're currently monitoring in Chicago and Pensacola. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $107
Flights from Chicago to Orlando American, JetBlue, Delta, Frontier, Spirit, United $97
Flights from Chicago to Atlanta American, Delta, Spirit, United $86
Flights from Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit $86
Flights from Chicago to New Orleans American, Delta, Spirit $81
Flights from Chicago to Miami American, Delta, Frontier, United $87
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $117
Flights from Chicago to Houston American, Delta, Spirit, United $81
Flights from Chicago to Tampa American, Delta, Frontier, Spirit, United $130
Flights from Chicago to Panama CityCheck Dates
Flights from Chicago to Valparaiso American, Delta $309
Flights from Chicago to Washington American, Alaska, JetBlue, Delta, United $87
Flights from Chicago to Mobile American, Delta, United $299
Cheap Flights from Chicago to Pensacola