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Cheap flights from Chicago to Pensacola (CHI - PNS)

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The best prices from Chicago to Pensacola are usually found in August or July, booked 17 days in advance, depart on a Monday or Saturday and return on a Monday

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

CHI - PNS
Price
$201 - $397
PNS
Temperature
62.6 - 91.4 °F
PNS
Rainfall
2.5 - 6.8 inches

Popular in

December

High demand for flights, 20% potential price rise

Cheapest in

August

Best time to find cheap flights, 37% potential price drop

Round-trip from

$201

From Chicago to Pensacola

One-way from

$147

One-way flight from Chicago to Pensacola

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 Chicago to Pensacola?

Travelers have found that booking a Sunday departure is the best way to save up to 17% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

Users have found that booking a flight from Chicago to Pensacola at least 37 days early can save you up to 48% 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 Chicago to Pensacola for as little as $356 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 $455 for flights departing within the next 3 days.

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

Flights from Chicago to Pensacola lean towards being more expensive in February. Prices are generally better when you fly from Chicago to Pensacola in August, with the cheapest ticket starting at $123.

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

Unlike in the afternoon, when flights are generally more expensive, you can save up to 51% on flights from Chicago to Pensacola by exploring options for tickets in the evening.

Cheap flights from Chicago to Pensacola in January, February 2021

The best prices found for CHI to PNS flights for January, February
20 Feb - 27 Feb
$133pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
24 Feb - 27 Feb
$144pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
13 Feb - 20 Feb
$148pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Pensacola 2021 flight deals

Cheap flights to Pensacola from Chicago found for this year
17 Apr - 24 Apr
$113pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
20 Feb - 27 Feb
$133pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
24 Feb - 27 Feb
$144pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Pensacola from Chicago

Save time with Chicago to Pensacola direct flight deals
17 Apr - 24 Apr
$113pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
20 Feb - 27 Feb
$133pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
13 Mar - 20 Mar
$148pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
PNS
Pensacola
PNS
Pensacola
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Pensacola

Late deals on round-trip flights to Pensacola from Chicago, departing today and this week
26 Jan - 8 Feb
$230pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PNS
Pensacola
PNS
Pensacola
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
26 Jan - 8 Feb
$235pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
PNS
Pensacola
PNS
Pensacola
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
26 Jan - 8 Feb
$241pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
PNS
Pensacola
PNS
Pensacola
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Pensacola from Chicago

The cheapest one-way flights from Chicago to Pensacola
1:30 am - 8:57 am
Frontier
1 Stop
7h 27m
ORD - PNS
Frontier
1:50 pm - 7:00 pm
United Airlines
1 Stop
5h 10m
ORD - PNS
United Airlines
$157
United
5:45 am - 2:17 pm
American Airlines
2 Stops
8h 32m
ORD - PNS
American Airlines

Related info for your journey

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

Flight FAQs

From Chicago to Pensacola

Are flight prices decreasing from Chicago to Pensacola 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 Chicago and Pensacola 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 Chicago to Pensacola to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. New policies for travelers booking flights from Chicago to Pensacola include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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

Some of the carriers operating flights from Chicago to Pensacola that may be offering flexible cancellation policies are United Airlines, Frontier, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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

Yes, there are multiple flights from Chicago to Pensacola for under $200. The cheapest flight booked recently is on Frontier for just $113, but on average you can expect to pay $170.

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

Cheapflights has at least 20 direct flights from Chicago to Pensacola under $200. A good price for a nonstop flight from Chicago to Pensacola is less than $211.

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

There are currently 20+ open flights from Chicago to Pensacola within the next 7 days for less than $300.

Is Chicago weather warmer or cooler than Pensacola?

You can imagine temperatures to be in the 91 °F range in July. The weather in Pensacola is generally hotter than Chicago'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 Chicago to Pensacola?

A quick flight from Chicago to Pensacola can take about 2h 13m. Frontier provides one of the quickest options available for as low as $113. This flight may include one or multiple stops.

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

Our cheapest airline available from Chicago to Pensacola is Frontier. Our recent data shows that you can find tickets from as low as $113 on this airline. Frontier is priced at 64% lower than the current average price of a flight leaving 3 months from now.

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

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $74. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Chicago to Pensacola for a low price.

Alternative routes for Chicago to Pensacola

Destination information for Pensacola

Things to know before you go. Useful info for your trip from Chicago to Pensacola
Flight duration
2h 26m
Average temperature for January in Pensacola
62.6 °F
Avg rainfall for January in Pensacola
4.9 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Pensacola

Top 4 airlines flying from Chicago to Pensacola

The chart below displays the airlines Cheapflights users traveling from Chicago to Pensacola 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
$58 $145 No cancel fee 62%
American Airlines
$138 $294 No cancel fee 71%
Delta
$144 $334 No cancel fee N/A
United Airlines
$166 $366 No cancel fee 69%
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