Cheap flights from Chicago to Pensacola (CHI - PNS)

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The best prices from Chicago to Pensacola are usually found in August or July, booked 17 days in advance, depart on a Monday or Saturday and return on a Monday

Home North America USA Florida Pensacola Cheap flights from Chicago to Pensacola

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

All the information you need to plan the best CHI to PNS flight in 2021: compare Chicago to Pensacola flight prices with the expected peak season, weather and rainfall in Pensacola.
CHI - PNS
Price
$201 - $397
PNS
Temperature
51.8 - 82.4 °F
PNS
Precipitation
4.2 - 7.4 inches

Popular in

December

High demand for flights, 20% potential price rise

Cheapest in

August

Best time to find cheap flights, 37% potential price drop

Round-trip from

€201

From Chicago All airports (CHI) to Pensacola

One-way from

$121

One-way flight from Chicago All airports (CHI) to Pensacola

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 Chicago to Pensacola?

Flying to your destination on a Wednesday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Pensacola. Check prices with Cheapflights to find a great deal for your trip.

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

To save up to 14% on this flight, we recommend booking at least 16 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Pensacola from $322 1-2 weeks out and tickets from $392 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Pensacola?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Pensacola. Flights to Pensacola from Chicago in August are about $319 on average during August, but can be found for as low as $144.

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

One of the essential ways to save on airfare from Chicago to Pensacola is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 33% on airfare.

Cheap flights from Chicago to Pensacola in September, October 2021

The best prices found for CHI to PNS flights for September, October
23 Oct - 6 Nov
$133pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
30 Sep - 4 Oct
$143pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Sep - 4 Oct
$145pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Pensacola 2021 flight deals

Cheap flights to Pensacola from Chicago found for this year
1 Dec - 11 Dec
$128pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
23 Oct - 6 Nov
$133pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
1 Dec - 8 Dec
$141pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Pensacola from Chicago

Save time with Chicago to Pensacola direct flight deals
22 Oct - 4 Nov
$241pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
10 Oct - 13 Oct
$261pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
30 Nov - 11 Dec
$278pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Pensacola

Late deals on round-trip flights to Pensacola from Chicago, departing today and this week
30 Sep - 4 Oct
$143pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Sep - 4 Oct
$145pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Sep - 4 Oct
$150pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
PNS
Pensacola
PNS
Pensacola
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Pensacola from Chicago

The cheapest one-way flights from Chicago to Pensacola
6:45 am - 9:09 am
United Airlines
Nonstop
2h 24m
ORD - PNS
United Airlines
$121
United
6:50 am - 7:20 am
Multiple Airlines
2 Stops
24h 30m
ORD - PNS
Multiple Airlines
$128
Gotogate
8:22 am - 6:05 am
Frontier
1 Stop
21h 43m
ORD - PNS
Frontier
$130
Flights by SU

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Pensacola</span> flights.

Flight FAQs

From Chicago to Pensacola

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

Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly into when you book flights from Chicago to Pensacola. 5 airlines have flights to Pensacola from Chicago on a regular basis. Booking flights from Chicago to Pensacola should not be difficult; the airport handles an average of 2 inbound flights from Chicago per day.

Which airlines flying from Chicago to Pensacola have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Pensacola that may be offering flexible cancellation policies are United Airlines, Frontier, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Are flight prices decreasing from Chicago to Pensacola 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 Chicago and Pensacola 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 Chicago to Pensacola for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Pensacola for under $200. The cheapest flight booked recently is on Frontier for just $128, but on average you can expect to pay $154.

Are there nonstop flights from Chicago to Pensacola for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Pensacola under $300. A good price for a nonstop flight from Chicago to Pensacola is less than $331.

Are there last-minute flights available from Chicago to Pensacola for under $200?

There are currently 20+ open flights from Chicago to Pensacola within the next 7 days for less than $200.

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

Cheapflights users have booked flights from Chicago to Pensacola round-trip from $128. Another airline that can offer you cheap pricing is Spirit Airlines. Frontier is priced at 59% lower than the current average price of a flight leaving 3 months from now.

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

$66 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $71 and $121, respectively.

What are the most reliable airlines from Chicago to Pensacola?

Before booking your flight to Pensacola from Chicago, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (88%), Qatar Airways (84%), United Airlines( 84%).

What are the most popular airlines that fly from Chicago to Pensacola?

Before booking your flight from Chicago to Pensacola check out the most popular airlines for this route: Major Airline, American Airlines or Delta.

What are the cheapest flights from Chicago to Pensacola?

Looking at all options, your cheapest flight can be booked for $129. While the most popular route (Chicago O'Hare Intl - Pensacola) can be booked for $141 on average our data indicates $410 when flying from Chicago to Pensacola

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Rent a Car

Car Rentals in Pensacola Car Rentals in Florida

COVID Restrictions

View COVID Travel Restrictions for Pensacola, FL

Do I need a COVID test to fly to Pensacola from Chicago?

Information is based on travel restrictions for travel to Pensacola within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Pensacola.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Pensacola.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Pensacola.

Do I need a test to fly back to Chicago from Pensacola?

Returning to Chicago from Pensacola

COVID-19 testing requirements
Visitors from Pensacola must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Pensacola are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Pensacola, FL

Alternative routes for Chicago to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
Bloomington Bloomington-Normal to Daytona Beach from $204 pp
Champaign University-Willard to Daytona Beach from $215 pp
Moline Quad-City to Daytona Beach from $255 pp
Greater Peoria to Daytona Beach from $256 pp

Destination information for Pensacola

Things to know before you go - useful duration and weather info for your trip from Chicago to Pensacola.
Average temperature for September in Pensacola
87.8 °F
Avg rainfall for September in Pensacola
5.7 ″

Airports servicing Chicago

O'Hare Intl (ORD)
Midway (MDW)
Rockford (RFD)

Airports servicing Pensacola

Pensacola (PNS)

Top 4 airlines flying from Chicago to Pensacola

The chart below displays the airlines Cheapflights users traveling from Chicago to Pensacola choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier 		$58 $145 No cancel fee 62%
American Airlines 		$138 $294 No cancel fee 71%
Delta 		$144 $334 No cancel fee N/A
United Airlines 		$166 $366 No cancel fee 69%

Popular flight searches

Check out other popular destinations found by fellow travelers in 2021.

Hourly flight availability from Chicago to Pensacola

See what time of day planes typically take off from Chicago towards Pensacola.
Morning 6 AM to noon 87% of CHI to PNS departures
Afternoon Noon to 6 PM 12% of CHI to PNS departures
Early morning Midnight to 6 AM 1% of CHI to PNS departures
Evening 6 PM to midnight 0% of CHI to PNS departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Pensacola
See how many times per day planes take to the skies headed from Chicago to Pensacola.
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
3 daily flights
Wednesday
3 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights
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