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 Saturday or Wednesday and return on a Saturday

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 2022: 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
Rainfall
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 (CHI) to Pensacola

One-way from

$179

One-way flight from Chicago (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 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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 94% on airfare.

What is the cheapest day to fly round-trip from Chicago to Pensacola?

Flying to your destination on a Saturday 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.

Cheap flights from Chicago to Pensacola in May, June 2022

The best prices found for CHI to PNS flights for May, June
28 Jun - 4 Jul
$335pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
4 Jun - 11 Jun
$369pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Jun - 7 Jun
$378pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Pensacola 2022 flight deals

Cheap flights to Pensacola from Chicago found for this year
6 Sep - 10 Sep
$326pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
10 Sep - 17 Sep
$333pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
6 Sep - 10 Sep
$335pp
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Pensacola from Chicago

Save time with Chicago to Pensacola direct flight deals
6 Sep - 10 Sep
$326pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
10 Sep - 17 Sep
$356pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PNS
Pensacola
PNS
Pensacola
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
29 Sep - 3 Oct
$369pp
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
29 May - 2 Jun
$379pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
29 May - 3 Jun
$393pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
30 May - 1 Jun
$394pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
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
2:45 am - 8:56 am
Spirit Airlines
1 Stop
6h 11m
ORD - PNS
Spirit Airlines
$179
FlightNetwork
1:59 pm - 5:52 pm
Delta
1 Stop
3h 53m
ORD - PNS
Delta
$232
Delta
6:35 am - 9:04 am
United Airlines
Nonstop
2h 29m
ORD - PNS
United Airlines
$233
United

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. 7 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 1 inbound flight 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, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Pensacola for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Pensacola for under $400. The cheapest flight booked recently is on United Airlines for just $326, but on average you can expect to pay $350.

Are there nonstop flights from Chicago to Pensacola for under $400 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Pensacola under $400. A good price for a nonstop flight from Chicago to Pensacola is less than $486.

Are there last-minute flights available from Chicago to Pensacola for under $400?

There are currently 20+ open flights from Chicago to Pensacola within the next 7 days for less than $400.

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

Cheapflights users have booked flights from Chicago to Pensacola round-trip from $326. Other airlines that can offer you cheap pricing are American Airlines, from $333, and Delta, from $344.

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

$163 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and Spirit Airlines, with prices starting from $172 and $179, respectively.

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: American Airlines, Delta or Frontier.

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: Air Wisconsin (88%), United Airlines (76%), Envoy Air( 75%).

What are the cheapest flights from Chicago to Pensacola?

Looking at all options, your cheapest flight can be booked for $142. While the most popular route (Chicago O'Hare Intl - Pensacola) can be booked for $318 on average our data indicates $392 when flying from Chicago to Pensacola.

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 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) 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 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) 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.

Destination information for Pensacola

Things to know before you go - useful duration and weather info for your trip from Chicago to Pensacola.
Flight duration from Chicago to PNS
2h 32m
Average temperature for May in Pensacola
84.2 °F
Avg rainfall for May in Pensacola
2.5 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Pensacola

Top 5 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
$44 $129 No cancel fee 62%
American Airlines
$139 $320 No cancel fee 71%
Spirit Airlines
$142 $211 No cancel fee 65%
United Airlines
$175 $380 No cancel fee 69%
Delta
$197 $458 No cancel fee N/A

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 100% of CHI to PNS departures
Early morning Midnight to 6 AM 0% of CHI to PNS departures
Afternoon Noon to 6 PM 0% 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
1 daily flight
Monday
1 daily flight
Tuesday
1 daily flight
Wednesday
1 daily flight
Thursday
1 daily flight
Friday
1 daily flight
Saturday
3 daily flights
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