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Did you mean flights from Chicago to Pensacola?

Flights from Pensacola to Chicago, United States Last modified: Oct 1, 2016 2:56 -04:00

Pensacola to Chicago Last modified: Oct 1, 2016 2:56 -04:00

We've scanned 25,105,116,481 round trip itineraries and found the cheapest flights from Pensacola to Chicago. American & United frequently offer the best deals on Pensacola to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

American
PNSCHI
Fri 1/6
1 stop
CHIPNS
Mon 1/9
1 stop
$323
Select
United
PNSCHI
Fri 12/9
1 stop
CHIPNS
Fri 12/16
1 stop
$337
Select

How Much is a Flight from Pensacola to Chicago?

We have collected flight cost data from across the web for travel from Pensacola to Chicago, and have found the average flight price for this trip to be $362.

Where To Buy Cheap Flights from Pensacola to Chicago?

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 Pensacola to Chicago 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 Pensacola to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $561
7-14 days $0 $366
14-21 days $0 $343
21-30 days $0 $343
30-60 days $0 $343
60-90 days $425 $337
90+ days $389 $323

Cheapest Day To Fly from Pensacola to Chicago

We've examined 25,112,504,041 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Pensacola to Chicago is Friday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$395 $343 $343 $343 $337 $343 $425

Compare Flight Prices from Pensacola to Chicago 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 Pensacola to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October Pensacola Chicago American 10/21/16 10/24/16 1 $343
November Pensacola Chicago American 11/3/16 11/6/16 1 $343
December Pensacola Chicago United 12/9/16 12/16/16 1 $337
January Pensacola Chicago American 1/6/17 1/9/17 1 $323
February Pensacola Chicago American 2/3/17 2/10/17 1 $343
March Pensacola Chicago American 3/29/17 4/6/17 1 $344
June Pensacola Chicago United 6/18/17 6/26/17 0 $389

Cheap Last Minute Flights from Pensacola to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
2 3 4 5 6 7 8
$561
9 10 11 12 13 14 15
$561
16 17 18 19 20 21 22
$343
23 24 25 26 27 28 29
$343 $343
30 31 1 2 3 4 5
$343 $343
6 7 8 9 10 11 12
$343

Connecting Flights vs Direct Flights from Pensacola to Chicago

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 Pensacola to Chicago is $353.

The average price for direct flights from Pensacola to Chicago is $623.

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

Weekly Direct Flights from Pensacola to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Southwest 0 0 0 0 0 1 0 10:25 10:25

One Way Flights vs Round Trip Flights from Pensacola to Chicago

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 Pensacola to Chicago. 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 Pensacola to Chicago is not available.

The average price for round trip flights from Pensacola to Chicago is $346.

Pensacola to Chicago Flight Questions

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

Question: How long is the flight from Pensacola to Chicago?
Answer: The average Pensacola to Chicago flight time is 2 hours and 10 minutes.
Question: How far is Chicago from Pensacola?
Answer: The distance from Pensacola to Chicago is 782 miles (1,258 kilometers).
Question: How common are direct flights from Pensacola to Chicago?
Answer: There is only one direct flight from Pensacola to Chicago.
Question: What are the most popular Pensacola airlines for direct flights from Pensacola to Chicago?
Answer: Southwest Airlines provides 100% of the non-stop flights between Pensacola and Chicago.
Question: What are the most popular connecting cities when flying from Pensacola to Chicago?
Answer: Houston, TX

Airlines in Pensacola flying to Chicago Last modified: Oct 1, 2016 2:56 -04:00Number of routes searched: 128Number of itineraries searched: 64,090

Wondering which airlines fly out of Pensacola to Chicago? We've gathered the average price of Pensacola airlines with flights to Chicago. 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.

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

Pensacola to Chicago Airports

These are the major commercial airports we're currently monitoring in Pensacola and Chicago. 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 Pensacola - PNS

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from New Orleans to Chicago American, Delta, Spirit, United $71
Flights from Mobile to Chicago Delta, United $357
Flights from Tallahassee to Chicago American, Delta, United $309
Flights from Gulfport to Chicago American, Delta, United $251
Flights from Valparaiso to Chicago American, Delta, United $312
Flights from Montgomery to Chicago American, Delta $313
Flights from Panama City to ChicagoCheck Dates
Flights from Dothan to Chicago Delta Check Dates
Flights from Albany to Chicago Delta Check Dates
Flights from New Orleans to Atlanta Delta, Spirit $81
Flights from New Orleans to New York American, JetBlue, Delta, United $204
Flights from New Orleans to Milwaukee American, Delta $251
Flights from New Orleans to Dallas - Ft Worth American, Spirit $81
Flights from New Orleans to Detroit American, JetBlue, Delta, Spirit $91
Flights from New Orleans to South Bend Delta, United $365
Flights from Gulfport to Milwaukee American, Delta, United $359
Flights from New Orleans to Indianapolis American, United $218
Flights from Tallahassee to Milwaukee American, Delta, United $343
Flights from Panama City to MilwaukeeCheck Dates
Flights from Valparaiso to Milwaukee American, Delta, United $309
Flights from New Orleans to St Louis American, Alaska, Delta, United $273
Flights from Montgomery to Milwaukee American, Delta Check Dates
Flights from New Orleans to Grand Rapids American, Delta, United $314
Flights from New Orleans to Minneapolis - St Paul American, Delta, Spirit $169
Flights from New Orleans to Denver American, Delta, Frontier, Spirit, United $87
Flights from New Orleans to Washington American, Alaska, JetBlue, Delta, United $203
Flights from New Orleans to Madison American, Delta, United $251
Cheap Flights from Pensacola to Chicago