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Cheap flights from Chicago O'Hare Intl Airport to Pensacola from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Pensacola departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
12:45 pm - 9:14 pm
ORD
-
PNS
8h 29m
1 stop
Spirit Airlines Logo
2:15 pm - 11:17 pm
PNS
-
ORD
9h 02m
1 stop
$217Spirit Airlines
ter, mar 17 - qua, mar 18
Spirit Airlines Logo
6:51 pm - 5:42 pm
ORD
-
PNS
22h 51m
3 stops
Spirit Airlines Logo
5:20 pm - 11:47 pm
PNS
-
ORD
6h 27m
1 stop
$218Spirit Airlines
ter, mar 3 - sáb, mar 7
Spirit Airlines Logo
5:58 pm - 5:42 pm
ORD
-
PNS
23h 44m
2 stops
Spirit Airlines Logo
6:37 pm - 12:40 am
PNS
-
ORD
30h 03m
3 stops
$219Spirit Airlines
ter, fev 24 - sex, fev 27
Spirit Airlines Logo
5:58 pm - 5:42 pm
ORD
-
PNS
23h 44m
3 stops
Spirit Airlines Logo
6:37 pm - 11:22 am
PNS
-
ORD
16h 45m
2 stops
$220Spirit Airlines
ter, mar 3 - ter, mar 10
Spirit Airlines Logo
7:00 am - 5:42 pm
ORD
-
PNS
10h 42m
2 stops
Spirit Airlines Logo
6:37 pm - 7:11 pm
PNS
-
ORD
24h 34m
2 stops
$221Spirit Airlines
qua, mar 4 - dom, mar 8
Multiple Airlines Logo
6:57 am - 2:15 pm
ORD
-
PNS
7h 18m
1 stop
Multiple Airlines Logo
1:47 pm - 11:41 pm
PNS
-
ORD
9h 54m
1 stop
$222Multiple Airlines
sex, abr 17 - seg, abr 20
Spirit Airlines Logo
6:10 pm - 1:16 pm
ORD
-
PNS
19h 06m
1 stop
Spirit Airlines Logo
7:00 am - 4:56 pm
PNS
-
ORD
9h 56m
1 stop
$223Spirit Airlines
seg, mar 16 - qui, mar 19
Spirit Airlines Logo
4:10 pm - 9:34 pm
ORD
-
PNS
5h 24m
1 stop
Spirit Airlines Logo
1:47 pm - 7:48 pm
PNS
-
ORD
6h 01m
1 stop
$224Spirit Airlines
sáb, jul 25 - qua, jul 29
Spirit Airlines Logo
6:51 pm - 5:42 pm
ORD
-
PNS
22h 51m
2 stops
Spirit Airlines Logo
7:00 am - 7:51 pm
PNS
-
ORD
12h 51m
2 stops
$225Spirit Airlines
seg, mar 9 - qui, mar 12
Multiple Airlines Logo
4:20 pm - 9:14 pm
ORD
-
PNS
28h 54m
2 stops
Multiple Airlines Logo
7:00 am - 4:56 pm
PNS
-
ORD
9h 56m
1 stop
$226Multiple Airlines
sáb, mar 14 - qui, mar 19

Spirit Airlines flights from Chicago O'Hare Intl Airport to Pensacola

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Pensacola flight tickets
Spirit Airlines
Mar 17
ORD12:45 pmChicago O'Hare Intl
8h 29m
1 stop
PNS9:14 pmPensacola
Mar 18
PNS2:15 pmPensacola
9h 02m
1 stop
ORD11:17 pmChicago O'Hare Intl
$217
Spirit Airlines
Mar 3
ORD6:51 pmChicago O'Hare Intl
22h 51m
3 stops
PNS5:42 pmPensacola
Mar 7
PNS5:20 pmPensacola
6h 27m
1 stop
ORD11:47 pmChicago O'Hare Intl
$218
Spirit Airlines
Feb 24
ORD5:58 pmChicago O'Hare Intl
23h 44m
2 stops
PNS5:42 pmPensacola
Feb 27
PNS6:37 pmPensacola
30h 03m
3 stops
ORD12:40 amChicago O'Hare Intl
$219

Delta flights from Chicago O'Hare Intl Airport to Pensacola

Our best Delta deals on Chicago O'Hare Intl Airport to Pensacola flight tickets
Delta
May 28
ORD11:18 amChicago O'Hare Intl
7h 05m
1 stop
PNS6:23 pmPensacola
Jun 1
PNS7:30 pmPensacola
4h 29m
1 stop
ORD11:59 pmChicago O'Hare Intl
$227
Delta
Apr 3
ORD5:59 pmChicago O'Hare Intl
4h 05m
1 stop
PNS10:04 pmPensacola
Apr 9
PNS7:34 pmPensacola
4h 20m
1 stop
ORD11:54 pmChicago O'Hare Intl
$253
Delta
Feb 19
ORD6:45 amChicago O'Hare Intl
5h 45m
1 stop
PNS12:30 pmPensacola
Feb 22
PNS7:26 pmPensacola
4h 30m
1 stop
ORD11:56 pmChicago O'Hare Intl
$273

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated fevereiro 5, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

ter 3/17

12:45 pm-9:14 pm

1 stop8h 29m

Pensacola

qua 3/18

2:15 pm-11:17 pm

1 stop9h 02m

$217

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

ter 3/3

6:51 pm-5:42 pm

3 stops22h 51m

Pensacola

sáb 3/7

5:20 pm-11:47 pm

1 stop6h 27m

$218

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

ter 2/24

5:58 pm-5:42 pm

2 stops23h 44m

Pensacola

sex 2/27

6:37 pm-12:40 am

3 stops30h 03m

$219

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

ter 3/3

5:58 pm-5:42 pm

3 stops23h 44m

Pensacola

ter 3/10

6:37 pm-11:22 am

2 stops16h 45m

$220

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

qua 3/4

7:00 am-5:42 pm

2 stops10h 42m

Pensacola

dom 3/8

6:37 pm-7:11 pm

2 stops24h 34m

$221

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sex 4/17

6:57 am-2:15 pm

1 stop7h 18m

Pensacola

seg 4/20

1:47 pm-11:41 pm

1 stop9h 54m

$222

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

seg 3/16

6:10 pm-1:16 pm

1 stop19h 06m

Pensacola

qui 3/19

7:00 am-4:56 pm

1 stop9h 56m

$223

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sáb 7/25

4:10 pm-9:34 pm

1 stop5h 24m

Pensacola

qua 7/29

1:47 pm-7:48 pm

1 stop6h 01m

$224

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

seg 3/9

6:51 pm-5:42 pm

2 stops22h 51m

Pensacola

qui 3/12

7:00 am-7:51 pm

2 stops12h 51m

$225

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sáb 3/14

4:20 pm-9:14 pm

2 stops28h 54m

Pensacola

qui 3/19

7:00 am-4:56 pm

1 stop9h 56m

$226

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Pensacola from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Chicago O'Hare Intl Airport is in September. Flight prices, which tend to average around $298, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Pensacola from Chicago O'Hare Intl Airport during November instead. Flights to Pensacola in November, while not as cheap as those in September, still average around $298.

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $321. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $385.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is at noon when flights can be purchased for as low as $323. Flights to Pensacola are more costly in the afternoon, with an average ticket price of $422. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago O'Hare Intl to Pensacola flight route?

Fly from Chicago O'Hare Intl to Pensacola for the best Chicago O'Hare Intl - Pensacola flight prices

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

You are more likely to see cheaper flights to Pensacola from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $330 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Chicago O'Hare Intl Airport for as low as $218 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Pensacola flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Pensacola flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Pensacola flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Pensacola.

How have Chicago O'Hare Intl Airport to Pensacola flight prices changed over time?

As of February 2026, prices for Chicago O'Hare Intl Airport to Pensacola flights are approximately 161% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Pensacola

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Pensacola according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Pensacola (ORD to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Pensacola

Best Price Found

$159

Fastest flight time

2h 19m

Direct flights

Every day

Airports in Pensacola

1 airport
The best one-way flight to Pensacola from Chicago O'Hare Intl Airport in the past 72 hours is $159. The best round-trip flight deal from Chicago O'Hare Intl Airport to Pensacola found on momondo in the last 72 hours is $293.
The fastest flight from Chicago O'Hare Intl Airport to Pensacola takes 2h 19m
Direct flights go from Chicago O'Hare Intl Airport to Pensacola every day.
There is 1 airport in Pensacola. From Chicago O'Hare Intl Airport there are direct flights to Pensacola (PNS).
Search flight deals

  • How far is Chicago O'Hare Intl to Pensacola by plane?

    A flight from Chicago O'Hare Intl to Pensacola will travel around 799.0 mi. In terms of flight time, this usually takes a little over 2h 19m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Pensacola Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Pensacola Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Pensacola Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Pensacola Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The travel and health documents you'll need for your trip to Pensacola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Pensacola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Pensacola?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Pensacola?

Best airlines flying from Chicago O'Hare Intl Airport to Pensacola

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Pensacola with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
8,419 reviews
Search Spirit Airlines flights
DeltaPriceFrom $176Free CancellationRating
7.9
8,151 reviews
Search Delta flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,240 reviews
Search United Airlines flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,237 reviews
Search American Airlines flights
SouthwestPriceFrom $232Free CancellationRating
8.0
4,275 reviews
Search Southwest flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Pensacola

    United Airlines flight deals from Chicago O'Hare Intl Airport to Pensacola start from $209 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $372 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Orange Beach
Pensacola Beach
Foley
Perdido Key
Navarre Beach
Navarre
Atmore
Milton
Gulf Breeze
Evergreen
Warrington

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Pensacola?

It is quick and easy to find Chicago to Pensacola flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Pensacola that suits you.

Can I find flights from Chicago to Pensacola with flexible booking policies on momondo?

momondo does allow users to show only those flights to Pensacola from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Pensacola?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pensacola from Chicago.

I’m not ready to book a flight from Chicago to Pensacola right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Pensacola flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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