Cheap flights from Pensacola to Chicago (PNS - CHI)

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The best prices from Pensacola to Chicago are usually found in August or July, booked 60 days in advance, depart on a Monday or Wednesday and return on a Monday

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 2021: compare Pensacola to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
PNS - CHI
Price
$212 - $370
CHI
Temperature
23 - 73.4 °F
CHI
Precipitation
1.7 - 4.9 inches

Popular in

December

High demand for flights, 20% potential price rise

Cheapest in

August

Best time to find cheap flights, 28% potential price drop

Round-trip from

$212

From Pensacola to Chicago (CHI)

One-way from

$116

One-way flight from Pensacola to Chicago (CHI)

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 Pensacola to Chicago?

Flights from Pensacola to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Pensacola to Chicago in August, with the cheapest ticket starting at $182.

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

Unlike at noon, when flights are generally more expensive, you can save up to 58% on flights from Pensacola to Chicago by exploring options for tickets in the evening.

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

Sunday is generally a great day to depart. Flying on this day could help you save up to 25%.

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 43% 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 $350, or $449 for flights within the next 24 hours.

Cheap flights from Pensacola to Chicago in October, November 2021

The best prices found for PNS to CHI flights for October, November
30 Nov - 5 Jan
$137pp
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola
30 Nov - 5 Jan
$155pp
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
PNS
Pensacola
12 Nov - 14 Nov
$164pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola

Pensacola to Chicago 2021 flight deals

Cheap flights to Chicago from Pensacola found for this year
30 Nov - 5 Jan
$137pp
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola
1 Dec - 5 Dec
$142pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
3 Dec - 6 Dec
$143pp
PNS
Pensacola
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PNS
Pensacola

Non-stop flights to Chicago from Pensacola

Save time with Pensacola to Chicago direct flight deals
9 Nov - 14 Dec
$231pp
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
17 Nov - 30 Nov
$241pp
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
15 Jan - 24 Jan
$273pp
PNS
Pensacola
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola

Last minute flights from Pensacola to Chicago

Late deals on round-trip flights to Chicago from Pensacola, departing today and this week
4 Nov - 7 Nov
$189pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
5 Nov - 8 Nov
$202pp
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
5 Nov - 7 Nov
$205pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola

One-way flights to Chicago from Pensacola

The cheapest one-way flights from Pensacola to Chicago
11:01 am - 1:40 pm
United Airlines
Nonstop
2h 39m
PNS - ORD
United Airlines
$116
United
6:07 am - 7:03 pm
Spirit Airlines
2 Stops
36h 56m
PNS - ORD
Spirit Airlines
$117
Gotogate
9:19 am - 4:38 am
Multiple Airlines
2 Stops
19h 19m
PNS - ORD
Multiple Airlines
$122
Kiwi.com

Related info for your journey

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

Flight FAQs

From Pensacola to Chicago

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 are 5 daily outbound flights to Chicago from 4 different airlines.

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

United Airlines, Frontier, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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 Spirit Airlines for just $137, but on average you can expect to pay $167.

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

Cheapflights has at least 20 direct flights from Pensacola to Chicago under $300. A good price for a nonstop flight from Pensacola to Chicago is less than $320.

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: Sunday, Wednesday, Thursday, Friday, Saturday.

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

8 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 15h 32m. 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 $137 on this airline. Spirit Airlines is 53% cheaper than the average price of flights available within the next 90 days to this destination.

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

The cheapest airlines for a one-way flight from Pensacola to Chicago are Spirit Airlines ($66), Frontier ($84), and United Airlines ($116).

What are the most reliable airlines from Pensacola to Chicago?

The top 3 most reliable airlines when flying from Pensacola to Chicago are Qatar Airways (85%), Envoy Air (82%) and American Airlines (81%).

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

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

What are the cheapest flights from Pensacola to Chicago?

On average you can expect to pay $275 for a flight from Pensacola to Chicago. The cheapest flight overall is $145 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $137.

What are the most popular routes from Pensacola to Chicago?

Most travelers choose Pensacola - Chicago O'Hare Intl, Pensacola - Chicago Midway or Pensacola - Chicago Greater Rockford when deciding on the best route from Pensacola to Chicago.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

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

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

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

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.

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

Returning to Pensacola from Chicago

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.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Pensacola to Chicago

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

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Pensacola to Chicago.
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing Pensacola

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 4 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.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$56 $134 No cancel fee 62%
American Airlines
$142 $283 No cancel fee 71%
Delta
$145 $376 No cancel fee N/A
United Airlines
$171 $344 No cancel fee 69%

Hourly flight availability from Pensacola to Chicago

See what time of day planes typically take off from Pensacola towards Chicago.
Afternoon Noon to 6 PM 79% of PNS to CHI departures
Morning 6 AM to noon 20% of PNS to CHI departures
Early morning Midnight to 6 AM 1% of PNS to CHI departures
Evening 6 PM to midnight 0% of PNS to CHI departures
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.
Sunday
2 daily flights
Monday
7 daily flights
Tuesday
6 daily flights
Wednesday
8 daily flights
Thursday
6 daily flights
Friday
7 daily flights
Saturday
2 daily flights
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