What airlines fly to Pensacola?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Pensacola from Illinois according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Pensacola. Keep in mind that there are 6 different airlines that fly to Pensacola on a routine basis, so you have a few additional options to choose from.

How many flights depart from Illinois to Pensacola on average per week?

As of September 2025, 16 flights take off from Illinois and land in Pensacola each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

What is the cheapest airline that flies from Illinois to Pensacola?

Spirit Airlines, United Airlines, and Frontier are the most popular carriers operating from Illinois to Pensacola

How many flights depart from Illinois to Pensacola on average per day?

As of September 2025, there are 2 flights per day flying from Illinois to Pensacola. The most common time of day flights depart is 10:00AM, with 100% of flights taking off at noon.

How long does it take to fly to Pensacola?

Flight times vary depending on what airport in Illinois you fly out of and what airport in Pensacola you fly into. For example, flying from Chicago to Pensacola takes 2h 14m on average. On the other hand, flying from Moline to Pensacola takes 3h 51m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

When did momondo last update prices for flights from Illinois to Pensacola Airport?

Prices for flights from Illinois to Pensacola Airport refresh daily.

How many operators does momondo search for flights from Illinois to Pensacola Airport?

As of September 2025, there are 6 operators available to choose from for flights from Illinois to Pensacola Airport.

How old do you have to be to fly from Illinois 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 Illinois to Pensacola Airport.

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

The required travel and health documents for your Pensacola Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Pensacola Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$81 Cheap Flights from Illinois to Pensacola in 2025/26

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Find the cheapest flights from Illinois to Pensacola

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:41 am - 3:36 pmORD-PNS

6h 55m1 stop

4:41 pm - 11:42 pmPNS-ORD

7h 01m1 stop

$203Spirit Airlines

Find Deal

Wed, Feb 18 - Mon, Feb 23

6:50 am - 2:53 pmORD-PNS

8h 03m1 stop

5:07 pm - 12:15 amPNS-ORD

7h 08m1 stop

$204Frontier

Find Deal

Mon, Oct 27 - Mon, Nov 3

10:49 am - 1:15 pmORD-PNS

2h 26mnonstop

2:17 pm - 4:48 pmPNS-ORD

2h 31mnonstop

$209United Airlines

Find Deal

Wed, Nov 5 - Tue, Nov 11

9:59 am - 12:30 pmORD-PNS

2h 31mnonstop

1:24 pm - 4:06 pmPNS-ORD

2h 42mnonstop

$213American Airlines

Find Deal

Fri, Dec 12 - Tue, Dec 16

10:30 am - 1:00 pmORD-PNS

2h 30mnonstop

1:32 pm - 4:11 pmPNS-ORD

2h 39mnonstop

$219American Airlines

Find Deal

Wed, Nov 5 - Tue, Nov 11

6:00 am - 10:42 amMDW-PNS

4h 42m1 stop

6:00 am - 9:52 amPNS-MDW

3h 52m1 stop

$229Delta

Find Deal

Wed, Nov 5 - Tue, Nov 11

6:45 am - 12:37 pmORD-PNS

5h 52m1 stop

5:00 pm - 10:30 pmPNS-ORD

5h 30m1 stop

$229Delta

Find Deal

Wed, Nov 5 - Tue, Nov 11

4:10 pm - 9:55 pmMDW-PNS

5h 45m1 stop

5:15 pm - 12:05 amPNS-MDW

6h 50m2 stops

$234Southwest

Find Deal

Mon, Oct 20 - Wed, Oct 22

1:50 pm - 9:55 pmORD-PNS

8h 05m2 stops

1:25 pm - 9:30 pmPNS-ORD

8h 05m1 stop

$234Southwest

Find Deal

Mon, Oct 20 - Wed, Oct 22

10:55 am - 1:31 pmORD-PNS

2h 36mnonstop

2:23 pm - 4:57 pmPNS-ORD

2h 34mnonstop

$272United Airlines

Find Deal

Wed, Dec 24 - Sat, Dec 27

Spirit Airlines flights from Illinois to Pensacola

Our best Spirit Airlines deals on Illinois to Pensacola flight tickets

Spirit Airlines

Feb 18

ORD8:41 amChicago O'Hare Intl

6h 55m

1 stop

PNS3:36 pmPensacola

Feb 23

PNS4:41 pmPensacola

7h 01m

1 stop

ORD11:42 pmChicago O'Hare Intl

$203

Find similar

Spirit Airlines

Oct 12

ORD5:05 amChicago O'Hare Intl

10h 26m

1 stop

PNS3:31 pmPensacola

Oct 16

PNS10:28 amPensacola

11h 05m

1 stop

ORD9:33 pmChicago O'Hare Intl

$205

Find similar

Spirit Airlines

Oct 17

ORD6:00 amChicago O'Hare Intl

11h 30m

1 stop

PNS5:30 pmPensacola

Oct 20

PNS4:36 pmPensacola

7h 09m

1 stop

ORD11:45 pmChicago O'Hare Intl

$211

Find similar

Frontier flights from Illinois to Pensacola

Our best Frontier deals on Illinois to Pensacola flight tickets

Frontier

Oct 27

ORD6:50 amChicago O'Hare Intl

8h 03m

1 stop

PNS2:53 pmPensacola

Nov 3

PNS5:07 pmPensacola

7h 08m

1 stop

ORD12:15 amChicago O'Hare Intl

$204

Find similar

Frontier

Oct 30

STL8:40 pmLambert-St Louis

18h 55m

1 stop

PNS3:35 pmPensacola

Nov 2

PNS4:30 pmPensacola

16h 37m

1 stop

STL9:07 amLambert-St Louis

$246

Find similar

Frontier

Oct 27

ORD6:50 amChicago O'Hare Intl

8h 03m

1 stop

PNS2:53 pmPensacola

Nov 3

PNS5:07 pmPensacola

18h 07m

2 stops

ORD11:14 amChicago O'Hare Intl

$247

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 2/18

8:41 am-3:36 pm

1 stop6h 55m

Pensacola

Mon 2/23

4:41 pm-11:42 pm

1 stop7h 01m

$203

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 10/27

6:50 am-2:53 pm

1 stop8h 03m

Pensacola

Mon 11/3

5:07 pm-12:15 am

1 stop7h 08m

$204

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 11/5

10:49 am-1:15 pm

Nonstop2h 26m

Pensacola

Tue 11/11

2:17 pm-4:48 pm

Nonstop2h 31m

$209

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Fri 12/12

9:59 am-12:30 pm

Nonstop2h 31m

Pensacola

Tue 12/16

1:24 pm-4:06 pm

Nonstop2h 42m

$213

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 11/5

10:30 am-1:00 pm

Nonstop2h 30m

Pensacola

Tue 11/11

1:32 pm-4:11 pm

Nonstop2h 39m

$219

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Wed 11/5

6:00 am-10:42 am

1 stop4h 42m

Pensacola

Tue 11/11

6:00 am-9:52 am

1 stop3h 52m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 11/5

6:45 am-12:37 pm

1 stop5h 52m

Pensacola

Tue 11/11

5:00 pm-10:30 pm

1 stop5h 30m

$229

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Mon 10/20

4:10 pm-9:55 pm

1 stop5h 45m

Pensacola

Wed 10/22

5:15 pm-12:05 am

2 stops6h 50m

$234

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 10/20

1:50 pm-9:55 pm

2 stops8h 05m

Pensacola

Wed 10/22

1:25 pm-9:30 pm

1 stop8h 05m

$234

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 12/24

10:55 am-1:31 pm

Nonstop2h 36m

Pensacola

Sat 12/27

2:23 pm-4:57 pm

Nonstop2h 34m

$272

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois 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

Prices

Airlines

Other information

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Illinois is in January. 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 January, then book flights to Pensacola from Illinois during April instead. Flights to Pensacola in April, while not as cheap as those in January, still average around $303.

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

On average, the least expensive day to fly to Pensacola from Illinois 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, Friday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $405.

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 evening, with an average ticket price of $379. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to Pensacola flight route?

Fly from Chicago O'Hare Intl to Pensacola for the best Illinois - 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 Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $345 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Illinois for as low as $305 on momondo.

What cabin class options are available on Illinois to Pensacola flights?

There are 4 cabin classes available to choose from on Illinois 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 Illinois to Pensacola flights?

No. A direct flight is the cheapest option for a flight between Illinois to Pensacola.

Cheap Illinois to Pensacola flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Pensacola

Best Price Found	$114
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Pensacola	1 airport

The best one-way flight to Pensacola from Illinois in the past 72 hours is $114. The best round-trip flight deal from Illinois to Pensacola found on momondo in the last 72 hours is $234.

The fastest flight from Illinois to Pensacola takes 1h 40m

Direct flights go from Illinois to Pensacola every day.

There is 1 airport near Pensacola: Pensacola (PNS)

Search flight deals

When did momondo last update prices for flights from Illinois to Pensacola Airport?
Prices for flights from Illinois to Pensacola Airport refresh daily.
How many operators does momondo search for flights from Illinois to Pensacola Airport?
As of September 2025, there are 6 operators available to choose from for flights from Illinois to Pensacola Airport.
How old do you have to be to fly from Illinois 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 Illinois to Pensacola Airport.
What documentation or ID do you need to fly to Pensacola Airport?
The required travel and health documents for your Pensacola Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Pensacola Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Illinois to Pensacola?
momondo data reveals that the most frequently booked plane model on the route from Illinois to Pensacola is Boeing 737-800, representing 25.62% of all bookings. The subsequent popular models are Boeing 737-700 at 20.41%, Airbus A319 at 19.95%, and Embraer 175 at 13.61%.

Best airlines flying from Illinois to Pensacola

Compare and see reviews for airlines that fly from Illinois to Pensacola with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $118	Free Cancellation	Rating 6.3 8,056 reviews	Search Spirit Airlines flights
Delta	PriceFrom $196	Free Cancellation	Rating 7.9 7,964 reviews	Search Delta flights
Southwest	PriceFrom $216	Free Cancellation	Rating 8.0 4,245 reviews	Search Southwest flights
American Airlines	PriceFrom $218	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $221	Free Cancellation	Rating 7.4 8,931 reviews	Search United Airlines flights

Orange Beach

Pensacola Beach

Foley

Perdido Key

Navarre Beach

Navarre

Milton

Atmore

Gulf Breeze

Warrington

Evergreen

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Pensacola. momondo saves you time and could save you money on your trip.

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

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

How can momondo help me find flights from Illinois 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 Illinois.

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

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

An easier way to manage your Pensacola trip

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Cheap flights from Illinois to Pensacola from $81

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Pensacola departing on 10/6. 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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Spirit Airlines flights from Illinois to Pensacola

Our best Spirit Airlines deals on Illinois to Pensacola flight tickets

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Our best Frontier deals on Illinois to Pensacola flight tickets

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How to get the cheapest flight ticket from Illinois 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?

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

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

What is the cheapest Illinois to Pensacola flight route?

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

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

What cabin class options are available on Illinois to Pensacola flights?

There are 4 cabin classes available to choose from on Illinois 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 Illinois to Pensacola flights?

No. A direct flight is the cheapest option for a flight between Illinois to Pensacola.

What is the cheapest airline that flies from Illinois to Pensacola?

Spirit Airlines, United Airlines, and Frontier are the most popular carriers operating from Illinois to Pensacola

What airlines fly to Pensacola?

How many flights depart from Illinois to Pensacola on average per day?

As of September 2025, there are 2 flights per day flying from Illinois to Pensacola. The most common time of day flights depart is 10:00AM, with 100% of flights taking off at noon.

How many flights depart from Illinois to Pensacola on average per week?

As of September 2025, 16 flights take off from Illinois and land in Pensacola each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.

How long does it take to fly to Pensacola?

Cheap Illinois to Pensacola flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Pensacola

Best Price Found

Fastest flight time

Direct flights

Airports in Pensacola

When did momondo last update prices for flights from Illinois to Pensacola Airport?

How many operators does momondo search for flights from Illinois to Pensacola Airport?

How old do you have to be to fly from Illinois to Pensacola Airport?

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

What is the most popular plane model from Illinois to Pensacola?

Best airlines flying from Illinois to Pensacola

Compare and see reviews for airlines that fly from Illinois to Pensacola with momondo

Traveling to a place near Pensacola?

Why use momondo?

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

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

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

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

An easier way to manage your Pensacola trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida