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Cheap flights from Chicago O'Hare Intl Airport to Pensacola from $55

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 2/26. 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

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport to Pensacola that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago O'Hare Intl Airport to Pensacola.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport to Pensacola? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Pensacola, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago O'Hare Intl Airport to Pensacola

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to Pensacola.

All round-trip flight deals from Chicago O'Hare Intl Airport to Pensacola

The cheapest plane tickets from Chicago O'Hare Intl Airport to Pensacola found on KAYAK recently.
7:25 am - 6:17 pmORD-PNS
10h 52m1 stop
7:17 pm - 10:37 pmPNS-ORD
27h 20m1 stop
$140Frontier
Find Deal
jue., feb. 6 - lun., feb. 10
6:50 am - 4:23 pmORD-PNS
9h 33m1 stop
5:23 pm - 12:07 amPNS-ORD
6h 44m1 stop
mar., mar. 4 - mar., mar. 11
6:45 am - 2:22 pmORD-PNS
7h 37m1 stop
10:30 am - 1:15 pmPNS-ORD
2h 45mnonstop
$167Spirit Airlines
Find Deal
mié., mar. 19 - dom., mar. 23
3:14 pm - 7:53 amORD-PNS
16h 39m1 stop
8:48 am - 10:40 amPNS-ORD
25h 52m1 stop
$176Spirit Airlines
Find Deal
sáb., feb. 15 - mar., feb. 18
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$197United Airlines
Find Deal
mar., mar. 4 - mar., mar. 11
9:30 am - 1:41 pmORD-PNS
4h 11m1 stop
7:15 pm - 12:06 amPNS-ORD
4h 51m1 stop
$223Delta
Find Deal
sáb., abr. 26 - lun., abr. 28
4:02 pm - 10:10 pmORD-PNS
6h 08m1 stop
3:57 pm - 9:54 pmPNS-ORD
5h 57m1 stop
$239American Airlines
Find Deal
lun., feb. 10 - dom., feb. 16
1:40 pm - 9:06 pmORD-PNS
7h 26m1 stop
10:57 am - 1:27 pmPNS-ORD
2h 30mnonstop
$243American Airlines
Find Deal
mar., may. 6 - sáb., may. 10
7:35 am - 1:57 pmORD-PNS
6h 22m1 stop
2:33 pm - 5:10 pmPNS-ORD
2h 37mnonstop
$244United Airlines
Find Deal
sáb., feb. 22 - mié., feb. 26
5:45 am - 9:54 amORD-PNS
4h 09m1 stop
12:32 pm - 8:38 pmPNS-ORD
8h 06m1 stop
$263Delta
Find Deal
mar., mar. 18 - mié., mar. 26
6:50 am - 4:23 pmORD-PNS
9h 33m1 stop
$55Frontier
Find Deal
mié., feb. 26
6:50 am - 6:27 pmORD-PNS
11h 37m1 stop
$61Frontier
Find Deal
lun., feb. 24
7:15 am - 9:35 amORD-PNS
2h 20mnonstop
$67Spirit Airlines
Find Deal
jue., mar. 27
10:25 am - 4:28 pmORD-PNS
6h 03m1 stop
$82Spirit Airlines
Find Deal
mar., mar. 11
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
$99United Airlines
Find Deal
lun., feb. 24
5:45 am - 9:57 amORD-PNS
4h 12m1 stop
$109Delta
Find Deal
mié., feb. 19
8:00 am - 1:42 pmORD-PNS
5h 42m1 stop
$125Delta
Find Deal
lun., feb. 10
4:04 pm - 9:50 pmORD-PNS
5h 46m1 stop
$129American Airlines
Find Deal
sáb., mar. 15
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
$136United Airlines
Find Deal
mié., mar. 5
6:40 am - 12:24 pmORD-PNS
5h 44m1 stop
$244American Airlines
Find Deal
vie., may. 23
10:34 am - 9:15 amORD-PNS
22h 41m2 stops
7:35 pm - 12:39 pmPNS-ORD
17h 04m2 stops
$296Spirit Airlines
Find Deal
vie., ene. 24 - lun., ene. 27
1:44 pm - 9:15 amORD-PNS
19h 31m2 stops
7:35 pm - 11:20 amPNS-ORD
15h 45m1 stop
$306Spirit Airlines
Find Deal
sáb., ene. 25 - dom., feb. 2
4:27 pm - 4:35 pmORD-PNS
24h 08m3 stops
7:35 pm - 12:39 pmPNS-ORD
17h 04m2 stops
$331Spirit Airlines
Find Deal
vie., ene. 24 - lun., ene. 27
7:25 am - 6:39 pmORD-PNS
11h 14m1 stop
7:17 pm - 2:11 pmPNS-ORD
18h 54m1 stop
$339Frontier
Find Deal
vie., ene. 24 - dom., ene. 26
12:25 pm - 6:40 pmORD-PNS
6h 15m1 stop
7:17 pm - 2:11 pmPNS-ORD
18h 54m1 stop
jue., ene. 23 - dom., ene. 26
3:56 pm - 9:15 amORD-PNS
17h 19m1 stop
7:17 pm - 2:11 pmPNS-ORD
18h 54m1 stop
vie., ene. 24 - dom., ene. 26
9:35 am - 1:43 pmORD-PNS
4h 08m1 stop
6:03 pm - 11:59 pmPNS-ORD
5h 56m1 stop
$429Delta
Find Deal
jue., ene. 23 - jue., ene. 23
11:10 am - 1:40 pmORD-PNS
2h 30mnonstop
7:55 pm - 6:35 pmPNS-ORD
22h 40m1 stop
$477United Airlines
Find Deal
sáb., ene. 25 - lun., ene. 27
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
$479United Airlines
Find Deal
vie., ene. 24 - lun., ene. 27
5:45 am - 11:27 amORD-PNS
5h 42m1 stop
6:03 pm - 11:59 pmPNS-ORD
5h 56m1 stop
$499Delta
Find Deal
lun., ene. 27 - mié., ene. 29
7:15 am - 9:35 amORD-PNS
2h 20mnonstop
10:30 am - 1:15 pmPNS-ORD
2h 45mnonstop
$184Spirit Airlines
Find Deal
jue., mar. 20 - mar., mar. 25
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$197United Airlines
Find Deal
mar., mar. 4 - mar., mar. 11
7:15 am - 9:35 amORD-PNS
2h 20mnonstop
10:30 am - 1:15 pmPNS-ORD
2h 45mnonstop
$214Spirit Airlines
Find Deal
jue., mar. 20 - dom., mar. 23
7:10 am - 9:43 amORD-PNS
2h 33mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$254United Airlines
Find Deal
sáb., mar. 8 - jue., mar. 13
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$267United Airlines
Find Deal
lun., mar. 3 - mar., mar. 11
10:47 am - 1:12 pmORD-PNS
2h 25mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$268United Airlines
Find Deal
lun., mar. 10 - jue., mar. 13
7:10 am - 9:43 amORD-PNS
2h 33mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$273United Airlines
Find Deal
sáb., mar. 8 - mié., mar. 12
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
$283United Airlines
Find Deal
mar., feb. 4 - mar., feb. 11
7:10 am - 9:43 amORD-PNS
2h 33mnonstop
2:10 pm - 4:48 pmPNS-ORD
2h 38mnonstop
$287United Airlines
Find Deal
sáb., mar. 8 - mié., mar. 12
8:05 am - 10:29 amORD-PNS
2h 24mnonstop
10:57 am - 1:27 pmPNS-ORD
2h 30mnonstop
$354American Airlines
Find Deal
sáb., jul. 19 - sáb., jul. 26

Frontier flights from Chicago O'Hare Intl Airport to Pensacola

Our best Frontier deals on Chicago O'Hare Intl Airport to Pensacola flight tickets
Frontier
Feb 6
ORD7:25 amChicago O'Hare Intl
10h 52m
1 stop
PNS6:17 pmPensacola
Feb 10
PNS7:17 pmPensacola
27h 20m
1 stop
ORD10:37 pmChicago O'Hare Intl
Frontier
Feb 25
ORD6:50 amChicago O'Hare Intl
9h 33m
1 stop
PNS4:23 pmPensacola
Mar 4
PNS5:23 pmPensacola
20h 02m
1 stop
ORD1:25 pmChicago O'Hare Intl
Frontier
Feb 22
ORD6:32 pmChicago O'Hare Intl
23h 58m
1 stop
PNS6:30 pmPensacola
Feb 24
PNS7:27 pmPensacola
17h 58m
1 stop
ORD1:25 pmChicago O'Hare Intl

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Pensacola flight tickets
United Airlines
Mar 4
ORD11:07 amChicago O'Hare Intl
2h 24m
PNS1:31 pmPensacola
Mar 11
PNS2:10 pmPensacola
2h 38m
ORD4:48 pmChicago O'Hare Intl
United Airlines
Feb 22
ORD7:35 amChicago O'Hare Intl
6h 22m
1 stop
PNS1:57 pmPensacola
Feb 26
PNS2:33 pmPensacola
2h 37m
ORD5:10 pmChicago O'Hare Intl
United Airlines
Feb 24
ORD11:07 amChicago O'Hare Intl
2h 24m
PNS1:31 pmPensacola
Feb 26
PNS2:33 pmPensacola
2h 37m
ORD5:10 pmChicago O'Hare Intl

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 January. Flight prices, which tend to average around $279, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Pensacola from Chicago O'Hare Intl Airport during April instead. Flights to Pensacola in April, while not as cheap as those in January, still average around $327.

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 $315. 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 $430.

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

The cheapest time of day to fly to Pensacola is in the afternoon when flights can be purchased for as low as $293. Flights to Pensacola are more costly in the morning, with an average ticket price of $431. Departure times in the morning 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 25 weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $368 when searching 25 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 $276 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.

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

As of January 2025, prices for Chicago O'Hare Intl Airport to Pensacola flights are approximately 10% cheaper 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

$55

Fastest flight time

2h 20m

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 $55. The best round-trip flight deal from Chicago O'Hare Intl Airport to Pensacola found on momondo in the last 72 hours is $140.
The fastest flight from Chicago O'Hare Intl Airport to Pensacola takes 2h 20m
Direct flights go from Chicago O'Hare Intl Airport to Pensacola every day.
There is 1 airport near Pensacola: Pensacola (PNS)

  • 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 20m.

  • 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 $100Free CancellationRating
6.3
8,111 reviews
Search Spirit Airlines flights
DeltaPriceFrom $204Free CancellationRating
8.0
8,514 reviews
Search Delta flights
American AirlinesPriceFrom $205Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $228Free CancellationRating
8.1
4,654 reviews
Search Southwest flights
United AirlinesPriceFrom $237Free CancellationRating
7.4
8,975 reviews
Search United Airlines 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 $237 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $425 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
Gulf Shores
Orange Beach
Pensacola Beach
Foley
Navarre
Perdido Key
Navarre Beach
Milton
Atmore
Gulf Breeze
Warrington
Evergreen

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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