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
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 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

One-way from

$102

One-way flight from Pensacola to Chicago

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 Pensacola to Chicago?

Users have found that flying from Pensacola to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

Users have found that booking a flight from Pensacola to Chicago at least 20 days early can save you up to 10% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Pensacola to Chicago for as little as $137 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $157 for flights departing within the next 3 days.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Pensacola in April are about $135 on average during April, but can be found for as low as $33.

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

It’s optimal to fly from Pensacola to Chicago in the evening. By choosing this option you can save up to 58% on the cost of your flight, compared to a flight at noon.

Cheap flights from Pensacola to Chicago in May, June 2021

The best prices found for PNS to CHI flights for May, June
29 May - 31 May
$174pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PNS
Pensacola
22 May - 3 Jun
$176pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
29 May - 31 May
$183pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PNS
Pensacola

Pensacola to Chicago 2021 flight deals

Cheap flights to Chicago from Pensacola found for this year
29 May - 31 May
$174pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
PNS
Pensacola
22 May - 3 Jun
$176pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
29 May - 31 May
$183pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PNS
Pensacola

Non-stop flights to Chicago from Pensacola

Save time with Pensacola to Chicago direct flight deals
17 Jun - 21 Jun
$159pp
PNS
Pensacola
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
PNS
Pensacola
17 Jun - 20 Jun
$168pp
PNS
Pensacola
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
PNS
Pensacola
29 May - 31 May
$174pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American 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
22 May - 3 Jun
$176pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
22 May - 3 Jun
$185pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PNS
Pensacola
22 May - 3 Jun
$204pp
PNS
Pensacola
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PNS
Pensacola

One-way flights to Chicago from Pensacola

The cheapest one-way flights from Pensacola to Chicago
6:45 am - 9:19 am
Frontier
Nonstop
2h 34m
PNS - ORD
Frontier
$102
Kiwi.com
2:14 pm - 8:07 pm
American Airlines
1 Stop
5h 53m
PNS - ORD
American Airlines
10:22 am - 12:48 pm
United Airlines
Nonstop
2h 26m
PNS - ORD
United Airlines
$127
United

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

Are flight prices decreasing from Pensacola to Chicago 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 Pensacola and Chicago 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.

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.

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 3 daily outbound flights to Chicago from 4 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 $174, but on average you can expect to pay $196.

Are there nonstop flights from Pensacola to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Pensacola to Chicago under $200. A good price for a nonstop flight from Pensacola to Chicago is less than $227.

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?

Nonstop flights are available for this route on the following days: Friday.

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

On average 2 flights depart from Pensacola to Chicago per day.
Afternoon (Noon - 6pm) - 100% of flight departures

Is Pensacola weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 91 °F range in July. The weather in Chicago is generally colder than Pensacola's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Pensacola to Chicago?

Departing from Pensacola to Chicago will take you 2h 26m. Pensacola and Chicago are separated by a distance of 786 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

Cheapflights users have booked flights from Pensacola to Chicago round-trip from $186. Another airline that can offer you cheap pricing is Delta. You may be able to fly from Pensacola to Chicago for 36% less than the average price by searching for these airlines.

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

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $59. Users have also found prices from $89 and $97 on Frontier and American Airlines, respectively.

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.
Flight duration
2h 29m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Pensacola

Airports servicing Chicago

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%
United Airlines
$171 $344 No cancel fee 69%
Delta
$145 $376 No cancel fee N/A

Hourly flight availability from Pensacola to Chicago

See what time of day planes typically take off from Pensacola towards Chicago.
Morning 6 AM to noon 72% of PNS to CHI departures
Afternoon Noon to 6 PM 27% 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
3 daily flights
Monday
3 daily flights
Tuesday
4 daily flights
Wednesday
3 daily flights
Thursday
4 daily flights
Friday
4 daily flights
Saturday
2 daily flights
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