Menu

Cheap flights from Pensacola to Chicago (PNS - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Pensacola to Chicago are usually found in January or February, booked 17 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
$148 - $341
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in December High demand for flights, 19% potential price rise
Cheapest in January Best time to find cheap flights, 46% potential price drop
Average price $288 Average for round-trip flights in September 2020
Round-trip from €148 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 37 days early can save you up to 10% on average compared to booking a flight this week. If booking 37 days before your flight isn’t an option for you, users have found flights from Pensacola to Chicago for as little as $177 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 $177 for flights departing within the next 3 days.

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 September, October 2020

The best prices found for PNS to CHI flights for September, October
15 Oct - 17 Oct
$178pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
23 Oct - 27 Oct
$202pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
PNS
Pensacola
14 Oct - 26 Oct
$207pp
PNS
Pensacola
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola

Pensacola to Chicago 2020 flight deals

Cheap flights to Chicago from Pensacola found for this year
4 Nov - 9 Nov
$166pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
15 Oct - 17 Oct
$178pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
PNS
Pensacola
23 Oct - 27 Oct
$202pp
PNS
Pensacola
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
PNS
Pensacola

One-way flights to Chicago from Pensacola

The cheapest one-way flights from Pensacola to Chicago
2:30 am - 9:56 am
JetBlue
1 Stop
7h 26m
PNS - ORD
JetBlue
11:01 am - 6:50 pm
Delta
1 Stop
7h 49m
PNS - ORD
Delta
$180
Delta
10:25 am - 11:49 am
Multiple Airlines
3 Stops
25h 24m
PNS - MDW
Multiple Airlines
$768
Kiwi.com

Related info for your journey

Useful info, stats and facts about Pensacola to Chicago 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.

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 $166, but on average you can expect to pay $250.

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

There are no nonstop flights from Pensacola to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

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 3h 40m.

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

Cheapflights users have booked flights from Pensacola to Chicago round-trip from $216. You may be able to fly from Pensacola to Chicago for 21% less than the average price by searching for this airline.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as $103. Users have also found prices from $152 and $7,234 on Delta and JetBlue, respectively.

Alternative routes for Pensacola to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Pensacola to Chicago
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing Pensacola

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
Home North America USA Illinois Chicago Cheap flights from Pensacola to Chicago