Cheap flights from Chicago (CHI) to Pensacola (PNS)

CHI — PNS
Feb 7 — Feb 141

The best prices from Chicago to Pensacola are usually found in January or February, booked 32 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 2023: compare Chicago to Pensacola flight prices with the expected peak season, weather and rainfall in Pensacola.

CHI - PNS

Price

$325 - $557

PNS

Temperature

51.8 - 82.4 °F

PNS

Rainfall

4.2 - 7.4 inches

Popular inOctoberHigh demand for flights, 15% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 31% potential price drop
Round-trip from$325From Chicago (CHI) to Pensacola
One-way from$110One-way flight from Chicago (CHI) to Pensacola

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

Flying to your destination on a Thursday 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 13% on this flight, we recommend booking at least 31 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 $525 1-2 weeks out and tickets from $563 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 October. For low rates, January can be a great choice for travel to Pensacola. Flights to Pensacola from Chicago in January are about $472 on average during January, but can be found for as low as $191.

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 42% on airfare.

Cheap flights from Chicago to Pensacola in February, March 2023

The best prices found for CHI to PNS flights for February, March
Feb 20 - Mar 2
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 05m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 42m
$158

Spirit Airlines

Pick Dates

Deal found 1/31

Feb 21 - Feb 28
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

10h 11m
$160

Spirit Airlines

Pick Dates

Deal found 2/1

Feb 19 - Feb 24
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

6h 35m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 42m
$163

Spirit Airlines

Pick Dates

Deal found 1/31

Chicago to Pensacola 2023 flight deals

Cheap flights to Pensacola from Chicago found for this year
Feb 20 - Mar 2
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 05m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 42m
$158

Spirit Airlines

Pick Dates

Deal found 1/31

Feb 7 - Feb 15
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 35m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 44m
$159

Spirit Airlines

Pick Dates

Deal found 1/30

Feb 21 - Feb 28
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

10h 11m
$160

Spirit Airlines

Pick Dates

Deal found 2/1

Cheap Spirit Airlines flights from Chicago to Pensacola

Feb 20 - Mar 2
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 05m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 42m
$158

Spirit Airlines

Pick Dates

Deal found 1/31

Feb 21 - Feb 27
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 42m
$159

Spirit Airlines

Pick Dates

Deal found 1/30

Feb 21 - Feb 28
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

10h 11m
$160

Spirit Airlines

Pick Dates

Deal found 2/1

Cheap Frontier flights from Chicago to Pensacola

May 9 - May 12
MDW

Chicago Midway

PNS

Pensacola

1 stop

23h 49m
PNS

Pensacola

MDW

Chicago Midway

1 stop

11h 44m
$166

Frontier

Pick Dates

Deal found 1/31

Mar 4 - Mar 7
MDW

Chicago Midway

PNS

Pensacola

1 stop

24h 30m
PNS

Pensacola

MDW

Chicago Midway

1 stop

22h 35m
$169

Frontier

Pick Dates

Deal found 1/31

Apr 15 - Apr 22
MDW

Chicago Midway

PNS

Pensacola

1 stop

24h 30m
PNS

Pensacola

MDW

Chicago Midway

1 stop

11h 21m
$186

Frontier

Pick Dates

Deal found 1/30

Non-stop flights to Pensacola from Chicago

Save time with Chicago to Pensacola direct flight deals
May 6 - May 13
ORD

Chicago O'Hare Intl

PNS

Pensacola

Nonstop

2h 31m
PNS

Pensacola

ORD

Chicago O'Hare Intl

Nonstop

2h 37m
$368

American Airlines

Pick Dates

Deal found 2/2

Mar 20 - Mar 22
ORD

Chicago O'Hare Intl

PNS

Pensacola

Nonstop

2h 21m
PNS

Pensacola

ORD

Chicago O'Hare Intl

Nonstop

2h 25m
$402

United Airlines

Pick Dates

Deal found 2/1

Mar 4 - Mar 8
ORD

Chicago O'Hare Intl

PNS

Pensacola

Nonstop

2h 20m
PNS

Pensacola

ORD

Chicago O'Hare Intl

Nonstop

2h 25m
$403

United Airlines

Pick Dates

Deal found 1/30

Last minute flights from Chicago to Pensacola

Late deals on return flights to Pensacola from Chicago, departing today and this week
Feb 7 - Feb 13
MDW

Chicago Midway

PNS

Pensacola

1 stop

5h 45m
PNS

Pensacola

MDW

Chicago Midway

1 stop

11h 00m
$187

Multiple Airlines

Pick Dates

Deal found 2/1

Feb 8 - Feb 11
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 52m
$190

Spirit Airlines

Pick Dates

Deal found 2/1

Feb 7 - Feb 15
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 35m
PNS

Pensacola

ORD

Chicago O'Hare Intl

1 stop

6h 44m
$192

Spirit Airlines

Pick Dates

Deal found 2/1

One-way flights to Pensacola from Chicago

The cheapest one-way flights from Chicago to Pensacola
Feb 7
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 35m
$78

Spirit Airlines

Pick Dates

Deal found 1/30

Feb 14
ORD

Chicago O'Hare Intl

PNS

Pensacola

1 stop

7h 26m
$79

Spirit Airlines

Pick Dates

Deal found 1/30

Feb 14
MDW

Chicago Midway

PNS

Pensacola

1 stop

5h 41m
$86

Multiple Airlines

Pick Dates

Deal found 1/30

Reviews of Airlines Servicing Pensacola

Delta
7.9
Good
2,050 reviews

Boarding

8.0

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Flight was delayed well over 1 hour causing me to loss my next flight.

Delta
7.9
Good
2,050 reviews
Delta
7.9
Good
2,050 reviews

Boarding

8.0

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Flight was delayed well over 1 hour causing me to loss my next flight.

American Airlines
7.4
Good
1,668 reviews
Delta
7.9
Good
2,050 reviews

Boarding

8.0

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Flight was delayed well over 1 hour causing me to loss my next flight.

Spirit Airlines
6.9
Okay
716 reviews
Delta
7.9
Good
2,050 reviews

Boarding

8.0

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Flight was delayed well over 1 hour causing me to loss my next flight.

Frontier
6.1
Okay
538 reviews
Delta
7.9
Good
2,050 reviews

Boarding

8.0

Entertainment

7.8

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Flight was delayed well over 1 hour causing me to loss my next flight.

Related info for your journey

Useful info, stats and facts about Chicago to Pensacola flights.

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. 8 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, 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 $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Pensacola for under $200. The cheapest flight booked recently is on Spirit Airlines for just $158, but on average you can expect to pay $176.

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 $442.

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 $158. Another airline that can offer you cheap pricing is Frontier. Spirit Airlines is priced at 66% lower than the current average price of a flight leaving 3 months from now.

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, Alaska Airlines or Delta.

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 (71%), United Airlines (70%), Air Wisconsin( 58%).

What are the cheapest flights from Chicago to Pensacola?

Looking at all options, your cheapest flight can be booked for $110. While the most popular route (Chicago O'Hare Intl - Pensacola) can be booked for $158 on average our data indicates $553 when flying from Chicago to Pensacola.

Alternative routes for Chicago to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.

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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$24FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Spirit AirlinesCheapest$168Average$247FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
American AirlinesCheapest$215Average$434FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$268Average$457FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$325Average$526FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Hourly flight availability from Chicago to Pensacola

See what time of day planes typically take off from Chicago to Pensacola
1%of flight departuresEarly morningMidnight to 6 am
70%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
29%of flight departuresEvening6 pm to midnight
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
Sunday1daily flight
Monday3daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.