Cheap flights from Pensacola (PNS) to Chicago (CHI) from $54

This is the cheapest one-way flight price, found on 9/19. Prices may vary by date and flight preferences.
PNS — CHI
Sep 25 — Oct 21

The best prices from Pensacola to Chicago are usually found in March or February, booked 60 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

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

All the information you need to plan the best PNS to CHI flight in 2023: compare Pensacola to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

March

Round-trip from

$207

One-way from

$116
High demand for flights, 17% potential price rise
Best time to find cheap flights, 26% potential price drop
From Pensacola to Chicago (CHI)
One-way flight from Pensacola to Chicago (CHI)

PNS - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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

Tuesday is generally a great day to depart. Flying on this day could help you save up to 61%.

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

Travelers have found it’s best to book a flight 61 days in advance to save up to 30% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 61 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pensacola to Chicago 1-2 weeks in advance for as low as $498, or $598 for flights within the next 24 hours.

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

Flights from Pensacola to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Pensacola to Chicago in March, with the cheapest ticket starting at $249.

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

Unlike in the morning, when flights are generally more expensive, you can save up to 45% on flights from Pensacola to Chicago by exploring options for tickets in the afternoon.

Cheap Spirit Airlines flights from Pensacola to Chicago

Consider these cheap Spirit Airlines flights we've found departing from Pensacola to Chicago. It's recommended that users confirm their flight details before booking.

Cheap United Airlines flights from Pensacola to Chicago

Browse through some of the cheapest United Airlines flights traveling from Pensacola to Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Pensacola to Chicago flights in September & October 2023

The best prices found for PNS to CHI flights for September, October
Check out some of the best flight deals from Pensacola to Chicago in 2023. For more flight deals, be sure to check back very soon.

Pensacola to Chicago 2023 flight deals

Cheap flights to Chicago from Pensacola found for this year
Check out some of the best flight deals from Pensacola to Chicago in 2023. For more flight deals, be sure to check back very soon.

Non-stop flights to Chicago from Pensacola

Save time with Pensacola to Chicago direct flight deals
Take a look at some of the direct flights traveling from Pensacola to Chicago in the near future. Search for alternative flights from Pensacola to Chicago by utilizing the search form above.

Pensacola to Chicago flights leaving soon

Late deals on return flights to Chicago from Pensacola, departing today and this week
Consider one of these great deals we found on last-minute flights from Pensacola to Chicago. Users should examine the flight details to ensure there are no surprises.

One-way flights to Chicago from Pensacola

The cheapest one-way flights from Pensacola to Chicago
Take a look at some of the one-way flights we've detected from Pensacola to Chicago. Users needing a return flight from Pensacola to Chicago should utilize the search form above.

Find flights from Pensacola to Chicago within your budget

Use the slider to find flights from Pensacola to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$113 - $310

Route

Depart

Return

Price

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Tue 10/17

1 stop6h 08m

Chicago Midway

Tue 10/24

1 stop6h 10m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Wed 10/18

1 stop7h 29m

Chicago O'Hare Intl

Mon 10/23

1 stop8h 43m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Wed 10/18

1 stop7h 29m

Chicago O'Hare Intl

Fri 10/27

1 stop6h 34m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Thu 11/30

1 stop8h 41m

Chicago O'Hare Intl

Tue 12/5

1 stop10h 28m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Thu 11/30

1 stop8h 41m

Chicago O'Hare Intl

Tue 12/5

1 stop10h 28m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Thu 10/12

1 stop10h 15m

Chicago O'Hare Intl

Mon 10/16

1 stop8h 43m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Wed 10/18

1 stop9h 37m

Chicago O'Hare Intl

Tue 10/24

2 stops17h 17m

PensacolaChicago Midway

PNS - MDW

PNSMDW

Pensacola

Thu 11/9

1 stop15h 23m

Chicago Midway

Sun 11/12

1 stop12h 17m

PensacolaChicago O'Hare Intl

PNS - ORD

PNSORD

Pensacola

Thu 11/23

Nonstop2h 22m

Chicago O'Hare Intl

Mon 11/27

Nonstop2h 18m

Flights are sorted by cheapest first

Deals found on 9/18

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Spirit Airlines, United Airlines and American Airlines from Pensacola to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Delta
7.9
Good
3,012 reviews
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

United Airlines
7.4
Good
1,887 reviews
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Spirit Airlines
6.3
Okay
1,478 reviews
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Frontier
5.8
Fair
762 reviews
Delta
7.9
Good
3,012 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Related info for your journey

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

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

Located just 4.0 mi from the city center, Pensacola is the airport most travelers will use when flying to Chicago from Pensacola. Booking flights from Pensacola (PNS) to Chicago should be relatively easy as there is 1 daily outbound flight to Chicago from 5 different airlines.

Can I find flights from Pensacola to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Pensacola to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $113, but on average you can expect to pay $130.

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

Cheapflights has at least 20 direct flights from Pensacola to Chicago under $400. A good price for a nonstop flight from Pensacola to Chicago is less than $409.

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

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

What days are nonstop flights available from Pensacola to Chicago?

Days when nonstop flights are available for this flight are: Monday, Thursday, Saturday.

How many flights depart from Pensacola to Chicago on average per day?

3 flight departures from Pensacola to Chicago per day on average.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Pensacola to Chicago?

Departing from Pensacola to Chicago will take you 8h 41m. The distance from Pensacola to Chicago is about 800 mi.

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

Our cheapest airline available from Pensacola to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $121 on this airline. Spirit Airlines is 74% cheaper than the average price of flights available within the next 90 days to this destination.

What are the most popular routes from Pensacola to Chicago?

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

What are the most reliable airlines from Pensacola to Chicago?

The top 3 most reliable airlines when flying from Pensacola to Chicago are Republic Airways (100%), Qatar Airways (92%) and American Airlines (88%).

What are the cheapest flights from Pensacola to Chicago?

On average you can expect to pay $422 for a flight from Pensacola to Chicago. The cheapest flight overall is $79 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $115.

What does PNS to ORD mean?

This is defined as Pensacola Airport (PNS) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Top 5 airlines flying from Pensacola to Chicago

The chart below displays the airlines Cheapflights users traveling from Pensacola to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$135Average$240FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
Allegiant AirCheapest$152Average$214FlexibilityNo cancel feeOn-time88%
Search Allegiant Air flights
United AirlinesCheapest$216Average$442FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$247Average$445FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$283Average$441FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Pensacola to Chicago

See what time of day planes typically take off from Pensacola to Chicago
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Pensacola to Chicago

See how many times per day planes take to the skies headed from Pensacola to Chicago
Sunday2daily flights
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday0daily flights
Friday1daily flight
Saturday2daily flights
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