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

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

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

As of November 2025, there are 4 flights per day flying from Pensacola to Illinois. The most common time of day flights depart is 2:00PM, with 97% of flights taking off in the afternoon.

What airlines fly to Illinois?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Illinois from Pensacola according to our data. American Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 6 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

32 flights are operational weekly from Pensacola to Illinois as of November 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

Prices for flights from Pensacola Airport to Illinois are updated daily.

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

As of November 2025, there are 5 operators available to choose from for flights from Pensacola Airport to Illinois.

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

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 Pensacola Airport to Illinois.

What documentation or ID do you need to fly to Illinois?

The required travel and health documents for your Illinois 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 Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$65 Cheap Flights from Pensacola to Illinois in 2025/26

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Find the cheapest flights from Pensacola to Illinois

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:15 pm - 4:47 pmPNS-ORD

2h 32mnonstop

10:50 am - 1:17 pmORD-PNS

2h 27mnonstop

$209United Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

2:08 pm - 11:08 amPNS-ORD

21h 00m1 stop

3:20 pm - 6:14 pmORD-PNS

26h 54m1 stop

$211Multiple Airlines

Find Deal

Tue, Dec 9 - Sun, Dec 14

6:00 am - 12:01 pmPNS-MDW

6h 01m1 stop

6:00 am - 12:45 pmMDW-PNS

6h 45m1 stop

$212Delta

Find Deal

Wed, Feb 4 - Fri, Feb 6

1:16 pm - 3:55 pmPNS-ORD

2h 39mnonstop

8:25 am - 10:47 amORD-PNS

2h 22mnonstop

$213American Airlines

Find Deal

Sat, Feb 14 - Wed, Feb 18

5:45 pm - 9:46 pmPNS-MDW

4h 01m1 stop

1:05 pm - 6:03 pmMDW-PNS

4h 58m1 stop

$213Delta

Find Deal

Tue, Mar 10 - Wed, Mar 11

1:16 pm - 3:55 pmPNS-ORD

2h 39mnonstop

8:25 am - 10:47 amORD-PNS

2h 22mnonstop

$214American Airlines

Find Deal

Sat, Feb 14 - Wed, Feb 18

1:44 pm - 11:06 pmPNS-ORD

9h 22m1 stop

5:00 am - 7:11 pmORD-PNS

14h 11m1 stop

$217Spirit Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

7:09 pm - 12:39 pmPNS-ORD

17h 30m2 stops

7:10 am - 6:14 pmORD-PNS

11h 04m1 stop

$222Spirit Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

5:30 pm - 9:15 pmPNS-MDW

3h 45m1 stop

10:50 am - 3:35 pmMDW-PNS

4h 45m1 stop

$224Southwest

Find Deal

Fri, Dec 12 - Mon, Dec 15

4:15 pm - 8:15 pmPNS-MDW

4h 00m1 stop

8:25 am - 5:00 pmMDW-PNS

8h 35m2 stops

$237Southwest

Find Deal

Mon, Dec 8 - Sat, Dec 13

United Airlines flights from Pensacola to Illinois

Our best United Airlines deals on Pensacola to Illinois flight tickets

United Airlines

Dec 4

PNS2:15 pmPensacola

2h 32m

ORD4:47 pmChicago O'Hare Intl

Dec 8

ORD10:50 amChicago O'Hare Intl

2h 27m

PNS1:17 pmPensacola

$209

Find similar

United Airlines

Dec 31

PNS2:33 pmPensacola

2h 34m

ORD5:07 pmChicago O'Hare Intl

Jan 5

ORD10:55 amChicago O'Hare Intl

2h 36m

PNS1:31 pmPensacola

$248

Find similar

United Airlines

Nov 10

PNS2:17 pmPensacola

2h 31m

ORD4:48 pmChicago O'Hare Intl

Nov 17

ORD10:49 amChicago O'Hare Intl

2h 26m

PNS1:15 pmPensacola

$284

Find similar

American Airlines flights from Pensacola to Illinois

Our best American Airlines deals on Pensacola to Illinois flight tickets

American Airlines

Feb 14

PNS1:16 pmPensacola

2h 39m

ORD3:55 pmChicago O'Hare Intl

Feb 18

ORD8:25 amChicago O'Hare Intl

2h 22m

PNS10:47 amPensacola

$213

Find similar

American Airlines

Feb 14

PNS1:16 pmPensacola

2h 39m

ORD3:55 pmChicago O'Hare Intl

Feb 18

ORD8:25 amChicago O'Hare Intl

2h 22m

PNS10:47 amPensacola

$214

Find similar

American Airlines

Dec 4

PNS7:28 amPensacola

5h 26m

1 stop

ORD12:54 pmChicago O'Hare Intl

Dec 8

ORD9:59 amChicago O'Hare Intl

2h 31m

PNS12:30 pmPensacola

$239

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 12/4

2:15 pm-4:47 pm

Nonstop2h 32m

Chicago O'Hare Intl

Mon 12/8

10:50 am-1:17 pm

Nonstop2h 27m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 12/9

2:08 pm-11:08 am

1 stop21h 00m

Chicago O'Hare Intl

Sun 12/14

3:20 pm-6:14 pm

1 stop26h 54m

$211

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Wed 2/4

6:00 am-12:01 pm

1 stop6h 01m

Chicago Midway

Fri 2/6

6:00 am-12:45 pm

1 stop6h 45m

$212

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 2/14

1:16 pm-3:55 pm

Nonstop2h 39m

Chicago O'Hare Intl

Wed 2/18

8:25 am-10:47 am

Nonstop2h 22m

$213

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Tue 3/10

5:45 pm-9:46 pm

1 stop4h 01m

Chicago Midway

Wed 3/11

1:05 pm-6:03 pm

1 stop4h 58m

$213

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 2/14

1:16 pm-3:55 pm

Nonstop2h 39m

Chicago O'Hare Intl

Wed 2/18

8:25 am-10:47 am

Nonstop2h 22m

$214

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 11/20

1:44 pm-11:06 pm

1 stop9h 22m

Chicago O'Hare Intl

Mon 11/24

5:00 am-7:11 pm

1 stop14h 11m

$217

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 12/5

7:09 pm-12:39 pm

2 stops17h 30m

Chicago O'Hare Intl

Mon 12/8

7:10 am-6:14 pm

1 stop11h 04m

$222

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Fri 12/12

5:30 pm-9:15 pm

1 stop3h 45m

Chicago Midway

Mon 12/15

10:50 am-3:35 pm

1 stop4h 45m

$224

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Mon 12/8

4:15 pm-8:15 pm

1 stop4h 00m

Chicago Midway

Sat 12/13

8:25 am-5:00 pm

2 stops8h 35m

$237

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How to get the cheapest flight ticket from Pensacola to Illinois

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 Illinois?

The cheapest month to fly to Illinois from Pensacola is in November. Flight prices, which tend to average around $265, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of November, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $279.

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

The cheapest day to depart from Pensacola to Illinois is on a Thursday when prices can be found for as low as $367. Flights from Pensacola to Illinois on a Tuesday will generally be more expensive and average around $544. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Pensacola to Illinois during this time can be as low as $307. Flights at noon are often more expensive with an average ticket price of $440.

What is the cheapest Pensacola to Illinois flight route?

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

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

You are more likely to see cheaper flights to Illinois from Pensacola when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $308 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Pensacola for as low as $196 on momondo.

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

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

Cheap Pensacola to Illinois flight deals and tips

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

Best Price Found	$139
Fastest flight time	1h 45m
Direct flights	Every day
Airports in Illinois	3 airports

The best one-way flight to Illinois from Pensacola in the past 72 hours is $139. The best round-trip flight deal from Pensacola to Illinois found on momondo in the last 72 hours is $253.

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

Direct flights go from Pensacola to Illinois every day.

There are 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

Search flight deals

When did momondo last update prices for flights from Pensacola Airport to Illinois?
Prices for flights from Pensacola Airport to Illinois are updated daily.
How many operators does momondo search for flights from Pensacola Airport to Illinois?
As of November 2025, there are 5 operators available to choose from for flights from Pensacola Airport to Illinois.
How old do you have to be to fly from Pensacola Airport to Illinois?
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 Pensacola Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The required travel and health documents for your Illinois 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 Illinois. 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 Pensacola to Illinois?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Pensacola to Illinois is Boeing 737-800 (34.11% of total bookings). The next most popular plane models are Embraer 175 (26.74%), Boeing 737-700 (13.95%), and Boeing 737 MAX 8 (6.20%).

Best airlines flying from Pensacola to Illinois

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $155	Free Cancellation	Rating 6.3 8,115 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $173	Free Cancellation	Rating 8.0 4,240 reviews	Search Southwest flights
Delta	PriceFrom $194	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 9,002 reviews	Search United Airlines flights
American Airlines	PriceFrom $228	Free Cancellation	Rating 7.2 11,042 reviews	Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Pensacola to Illinois 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 Illinois that suits you.

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

Yes. All flights to Illinois from Pensacola on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Pensacola to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Illinois from Pensacola. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Illinois 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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Find better results for your trip to Illinois

Popular cities in Illinois

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Cheap flights from Pensacola to Illinois from $65

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to Illinois departing on 2/5. 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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United Airlines flights from Pensacola to Illinois

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How to get the cheapest flight ticket from Pensacola to Illinois

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 Illinois?

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

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Pensacola to Illinois during this time can be as low as $307. Flights at noon are often more expensive with an average ticket price of $440.

What is the cheapest Pensacola to Illinois flight route?

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

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

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

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

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

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

What airlines fly to Illinois?

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

As of November 2025, there are 4 flights per day flying from Pensacola to Illinois. The most common time of day flights depart is 2:00PM, with 97% of flights taking off in the afternoon.

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

32 flights are operational weekly from Pensacola to Illinois as of November 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

Cheap Pensacola to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

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

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

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

What documentation or ID do you need to fly to Illinois?

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

Best airlines flying from Pensacola to Illinois

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

Why use momondo?

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

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

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

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

An easier way to manage your Illinois 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 Illinois

Popular cities in Illinois

Popular flights according to clicks in the last 7 days on momondo