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.

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

American Airlines, Spirit Airlines, and Southwest are the most popular carriers operating from Illinois to Pensacola

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

As of August 2025, there are 2 flights per day flying from Illinois to Pensacola. The most common time of day flights depart is 10:00AM, with 90% 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 58m 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.

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

As of August 2025, 18 flights take off from Illinois and land in Pensacola each week. The most common flight departure day for this route is Sat, with 22% of weekly flights taking off on this day.

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 August 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.

$78 Cheap Flights from Illinois to Pensacola in 2025

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Find the cheapest flights from Illinois to Pensacola

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

10:30 am - 1:00 pmORD-PNS

2h 30mnonstop

1:32 pm - 4:11 pmPNS-ORD

2h 39mnonstop

$155American Airlines

Find Deal

mié., nov. 5 - mar., nov. 11

6:30 am - 6:10 pmORD-PNS

11h 40m1 stop

4:44 pm - 10:48 pmPNS-ORD

6h 04m1 stop

$160Spirit Airlines

Find Deal

mar., sep. 9 - mar., sep. 16

10:50 am - 1:15 pmORD-PNS

2h 25mnonstop

2:17 pm - 4:54 pmPNS-ORD

2h 37mnonstop

$166United Airlines

Find Deal

lun., oct. 6 - mar., oct. 14

5:35 am - 9:20 amMDW-PNS

3h 45m1 stop

4:15 pm - 8:15 pmPNS-MDW

4h 00m1 stop

$175Southwest

Find Deal

mié., nov. 5 - mar., nov. 11

10:35 am - 1:00 pmORD-PNS

2h 25mnonstop

2:15 pm - 4:52 pmPNS-ORD

2h 37mnonstop

$177United Airlines

Find Deal

sáb., sep. 6 - jue., sep. 11

4:25 pm - 9:46 pmMDW-PNS

5h 21m1 stop

7:00 am - 11:48 amPNS-MDW

4h 48m1 stop

$177Delta

Find Deal

mar., sep. 9 - mar., sep. 16

7:30 am - 5:55 pmORD-PNS

10h 25m1 stop

7:35 am - 12:45 pmPNS-ORD

5h 10m1 stop

$180Southwest

Find Deal

mar., sep. 23 - mar., sep. 30

6:00 am - 10:46 amORD-PNS

4h 46m1 stop

9:25 am - 2:13 pmPNS-ORD

4h 48m1 stop

$187Delta

Find Deal

mar., nov. 11 - sáb., nov. 15

5:05 am - 3:39 pmORD-PNS

10h 34m1 stop

5:21 pm - 11:59 pmPNS-ORD

6h 38m1 stop

$208

Find Deal

sáb., sep. 6 - lun., sep. 8

5:05 am - 3:57 pmORD-PNS

10h 52m1 stop

4:00 pm - 12:32 amPNS-ORD

8h 32m1 stop

$229

Find Deal

vie., ago. 22 - lun., ago. 25

Spirit Airlines flights from Illinois to Pensacola

Our best Spirit Airlines deals on Illinois to Pensacola flight tickets

Spirit Airlines

Sep 9

ORD6:30 amChicago O'Hare Intl

11h 40m

1 stop

PNS6:10 pmPensacola

Sep 16

PNS4:44 pmPensacola

6h 04m

1 stop

ORD10:48 pmChicago O'Hare Intl

$160

Find similar

Spirit Airlines

Sep 17

ORD5:05 amChicago O'Hare Intl

10h 34m

1 stop

PNS3:39 pmPensacola

Sep 20

PNS4:44 pmPensacola

6h 04m

1 stop

ORD10:48 pmChicago O'Hare Intl

$171

Find similar

Spirit Airlines

Aug 22

ORD8:12 pmChicago O'Hare Intl

11h 56m

1 stop

PNS8:08 amPensacola

Aug 24

PNS4:52 pmPensacola

7h 07m

1 stop

ORD11:59 pmChicago O'Hare Intl

$180

Find similar

American Airlines flights from Illinois to Pensacola

Our best American Airlines deals on Illinois to Pensacola flight tickets

American Airlines

Nov 5

ORD10:30 amChicago O'Hare Intl

2h 30m

PNS1:00 pmPensacola

Nov 11

PNS1:32 pmPensacola

2h 39m

ORD4:11 pmChicago O'Hare Intl

$155

Find similar

American Airlines

Nov 19

ORD10:30 amChicago O'Hare Intl

2h 30m

PNS1:00 pmPensacola

Nov 24

PNS1:17 pmPensacola

2h 38m

ORD3:55 pmChicago O'Hare Intl

$182

Find similar

American Airlines

Nov 5

ORD10:30 amChicago O'Hare Intl

2h 30m

PNS1:00 pmPensacola

Nov 11

PNS6:44 amPensacola

8h 40m

1 stop

ORD3:24 pmChicago O'Hare Intl

$217

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mié. 11/5

10:30 am-1:00 pm

Nonstop2h 30m

Pensacola

mar. 11/11

1:32 pm-4:11 pm

Nonstop2h 39m

$155

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mar. 9/9

6:30 am-6:10 pm

1 stop11h 40m

Pensacola

mar. 9/16

4:44 pm-10:48 pm

1 stop6h 04m

$160

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

lun. 10/6

10:50 am-1:15 pm

Nonstop2h 25m

Pensacola

mar. 10/14

2:17 pm-4:54 pm

Nonstop2h 37m

$166

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

mié. 11/5

5:35 am-9:20 am

1 stop3h 45m

Pensacola

mar. 11/11

4:15 pm-8:15 pm

1 stop4h 00m

$175

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sáb. 9/6

10:35 am-1:00 pm

Nonstop2h 25m

Pensacola

jue. 9/11

2:15 pm-4:52 pm

Nonstop2h 37m

$177

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

mar. 9/9

4:25 pm-9:46 pm

1 stop5h 21m

Pensacola

mar. 9/16

7:00 am-11:48 am

1 stop4h 48m

$177

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mar. 9/23

7:30 am-5:55 pm

1 stop10h 25m

Pensacola

mar. 9/30

7:35 am-12:45 pm

1 stop5h 10m

$180

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mar. 11/11

6:00 am-10:46 am

1 stop4h 46m

Pensacola

sáb. 11/15

9:25 am-2:13 pm

1 stop4h 48m

$187

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

sáb. 9/6

5:05 am-3:39 pm

1 stop10h 34m

Pensacola

lun. 9/8

5:21 pm-11:59 pm

1 stop6h 38m

$208

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

vie. 8/22

5:05 am-3:57 pm

1 stop10h 52m

Pensacola

lun. 8/25

4:00 pm-12:32 am

1 stop8h 32m

$229

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 $306.

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 $322. 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 $456.

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 $399. Departure times in the morning 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 $361 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 $271 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?

You could potentially save up to 2% on your flight if you consider stops on a Illinois to Pensacola flight.

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	$78
Fastest flight time	1h 45m
Direct flights	Every day
Airports in Pensacola	1 airport

The best one-way flight to Pensacola from Illinois in the past 72 hours is $78. The best round-trip flight deal from Illinois to Pensacola found on momondo in the last 72 hours is $155.

The fastest flight from Illinois to Pensacola takes 1h 45m

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 August 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 Airbus A319, representing 35.33% of all bookings. The subsequent popular models are Boeing 737-700 at 13.28%, Airbus A320-100/200 at 10.28%, and Boeing 737-800 at 10.06%.

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 8,042 reviews	Search Spirit Airlines flights
Delta	PriceFrom $196	Free Cancellation	Rating 8.0 7,979 reviews	Search Delta flights
Southwest	PriceFrom $222	Free Cancellation	Rating 8.0 4,248 reviews	Search Southwest flights
American Airlines	PriceFrom $228	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $233	Free Cancellation	Rating 7.4 8,920 reviews	Search United Airlines flights

Orange Beach

Pensacola Beach

Foley

Navarre Beach

Perdido Key

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

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.

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Cheap flights from Illinois to Pensacola from $78

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 11/19. 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 American Airlines 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?

You could potentially save up to 2% on your flight if you consider stops on a Illinois to Pensacola flight.

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

American Airlines, Spirit Airlines, and Southwest 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 August 2025, there are 2 flights per day flying from Illinois to Pensacola. The most common time of day flights depart is 10:00AM, with 90% of flights taking off at noon.

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

As of August 2025, 18 flights take off from Illinois and land in Pensacola each week. The most common flight departure day for this route is Sat, with 22% 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