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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)

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

$103

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 49% on the cost of your flight, compared to a flight in the morning.

Cheap flights from Pensacola to Chicago in January, February 2021

13 Feb - 15 Feb
$173pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
13 Feb - 15 Feb
$182pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
PNS
Pensacola
13 Feb - 15 Feb
$191pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola

Pensacola to Chicago 2021 flight deals

13 Feb - 15 Feb
$173pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
13 Feb - 15 Feb
$182pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
PNS
Pensacola
5 Mar - 7 Mar
$188pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola

Non-stop flights to Chicago from Pensacola

13 Feb - 15 Feb
$173pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PNS
Pensacola
15 May - 22 May
$193pp
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
24 Feb - 27 Feb
$195pp
PNS
Pensacola
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola

Last minute flights from Pensacola to Chicago

5 Feb - 8 Feb
$252pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PNS
Pensacola
1 Feb - 5 Feb
$263pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
PNS
Pensacola
1 Feb - 5 Feb
$276pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PNS
Pensacola

One-way flights to Chicago from Pensacola

10:47 am - 6:57 pm
United Airlines
1 Stop
8h 10m
PNS - ORD
United Airlines
$103
United
4:13 am - 12:00 pm
Major Airline
2 Stops
7h 47m
PNS - ORD
Major Airline
$122
StudentUniverse
1:38 pm - 7:24 pm
Frontier
1 Stop
29h 46m
PNS - ORD
Frontier
$125
Kiwi.com

Related info for your journey

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.

What safety measures are being taken by airlines flying from Pensacola to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from Pensacola to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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 Multiple Airlines for just $173, but on average you can expect to pay $206.

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 $252.

Are there last-minute flights available from Pensacola to Chicago for under $300?

There are currently 11+ open flights from Pensacola to Chicago within the next 7 days for less than $300.

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 41m. 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 $197. Other airlines that can offer you cheap pricing are American Airlines, from $212, and Delta, from $235. You may be able to fly from Pensacola to Chicago for 33% 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 $75. Users have also found prices from $99 and $106 on Frontier and United Airlines, respectively.

Alternative routes for Pensacola to Chicago

Destination information for Chicago

Flight duration
2h 30m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing Pensacola

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Pensacola to Chicago

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

Morning 6 AM to noon 100% of PNS to CHI departures
Early morning Midnight to 6 AM 0% of PNS to CHI departures
Afternoon Noon to 6 PM 0% of PNS to CHI departures
Evening 6 PM to midnight 0% of PNS to CHI departures
Midnight
6 AM
Noon
6 PM
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