Cheap flights from Pensacola to Illinois from $68

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 10/16. 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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0 bags

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Find the cheapest flights from Pensacola to Illinois

Cheap round-trip flights

Frontier Logo
4:30 pm - 12:15 amPNS-ORD
7h 45m1 stop
Frontier Logo
6:00 am - 4:17 pmORD-PNS
10h 17m1 stop
$156Frontier
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
1:59 pm - 8:39 pmPNS-STL
6h 40m1 stop
Delta Logo
6:00 am - 12:53 pmSTL-PNS
6h 53m1 stop
$177Delta
Find Deal
Thu, Feb 26 - Sun, Mar 1
Spirit Airlines Logo
4:36 pm - 11:45 pmPNS-ORD
7h 09m1 stop
Spirit Airlines Logo
5:05 am - 3:31 pmORD-PNS
10h 26m1 stop
$182Spirit Airlines
Find Deal
Fri, Oct 17 - Mon, Oct 20
Spirit Airlines Logo
10:28 am - 5:53 pmPNS-ORD
7h 25m1 stop
Spirit Airlines Logo
5:05 am - 3:31 pmORD-PNS
10h 26m1 stop
$184Spirit Airlines
Find Deal
Thu, Oct 9 - Mon, Oct 27
United Airlines Logo
2:17 pm - 4:54 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:50 am - 1:15 pmORD-PNS
2h 25mnonstop
$203United Airlines
Find Deal
Sat, Oct 11 - Tue, Oct 14
United Airlines Logo
2:17 pm - 4:54 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:50 am - 1:15 pmORD-PNS
2h 25mnonstop
$209United Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19
Southwest Logo
5:30 pm - 11:30 pmPNS-MDW
6h 00m1 stop
Southwest Logo
12:25 pm - 6:35 pmMDW-PNS
6h 10m1 stop
$229Southwest
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
3:50 pm - 9:10 pmPNS-ORD
5h 20m1 stop
American Airlines Logo
10:30 am - 1:00 pmORD-PNS
2h 30mnonstop
$234American Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
Southwest Logo
7:20 am - 6:55 pmPNS-MDW
11h 35m2 stops
Southwest Logo
5:05 am - 11:15 amMDW-PNS
6h 10m1 stop
$234Southwest
Find Deal
Thu, Nov 27 - Mon, Dec 1
American Airlines Logo
6:17 am - 12:03 pmPNS-ORD
5h 46m1 stop
American Airlines Logo
10:00 am - 12:31 pmORD-PNS
2h 31mnonstop
$240American Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3

Spirit Airlines flights from Pensacola to Illinois

Our best Spirit Airlines deals on Pensacola to Illinois flight tickets
Spirit Airlines
Oct 17
PNS4:36 pmPensacola
7h 09m
1 stop
ORD11:45 pmChicago O'Hare Intl
Oct 20
ORD5:05 amChicago O'Hare Intl
10h 26m
1 stop
PNS3:31 pmPensacola
Spirit Airlines
Oct 9
PNS10:28 amPensacola
7h 25m
1 stop
ORD5:53 pmChicago O'Hare Intl
Oct 27
ORD5:05 amChicago O'Hare Intl
10h 26m
1 stop
PNS3:31 pmPensacola
Spirit Airlines
Oct 4
PNS4:44 pmPensacola
6h 04m
1 stop
ORD10:48 pmChicago O'Hare Intl
Oct 8
ORD6:00 amChicago O'Hare Intl
11h 01m
1 stop
PNS5:01 pmPensacola

American Airlines flights from Pensacola to Illinois

Our best American Airlines deals on Pensacola to Illinois flight tickets
American Airlines
Oct 31
PNS3:50 pmPensacola
5h 20m
1 stop
ORD9:10 pmChicago O'Hare Intl
Nov 4
ORD10:30 amChicago O'Hare Intl
2h 30m
PNS1:00 pmPensacola
American Airlines
Oct 30
PNS6:17 amPensacola
5h 46m
1 stop
ORD12:03 pmChicago O'Hare Intl
Nov 3
ORD10:00 amChicago O'Hare Intl
2h 31m
PNS12:31 pmPensacola
American Airlines
Nov 14
PNS1:01 pmPensacola
2h 38m
ORD3:39 pmChicago O'Hare Intl
Nov 17
ORD10:00 amChicago O'Hare Intl
2h 31m
PNS12:31 pmPensacola

momondo Fare Finder

 
Customize your flight search to find flights from Pensacola to Illinois 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 September 19, 2025.
Use the filters below to find and compare flights from Pensacola to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/14

4:30 pm-12:15 am

1 stop7h 45m

Chicago O'Hare Intl

Mon 11/17

6:00 am-4:17 pm

1 stop10h 17m

$156

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Thu 2/26

1:59 pm-8:39 pm

1 stop6h 40m

Lambert-St Louis

Sun 3/1

6:00 am-12:53 pm

1 stop6h 53m

$177

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/17

4:36 pm-11:45 pm

1 stop7h 09m

Chicago O'Hare Intl

Mon 10/20

5:05 am-3:31 pm

1 stop10h 26m

$182

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 10/9

10:28 am-5:53 pm

1 stop7h 25m

Chicago O'Hare Intl

Mon 10/27

5:05 am-3:31 pm

1 stop10h 26m

$184

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 10/11

2:17 pm-4:54 pm

Nonstop2h 37m

Chicago O'Hare Intl

Tue 10/14

10:50 am-1:15 pm

Nonstop2h 25m

$203

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/17

2:17 pm-4:54 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sun 10/19

10:50 am-1:15 pm

Nonstop2h 25m

$209

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Fri 11/14

5:30 pm-11:30 pm

1 stop6h 00m

Chicago Midway

Mon 11/17

12:25 pm-6:35 pm

1 stop6h 10m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/31

3:50 pm-9:10 pm

1 stop5h 20m

Chicago O'Hare Intl

Tue 11/4

10:30 am-1:00 pm

Nonstop2h 30m

$234

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Thu 11/27

7:20 am-6:55 pm

2 stops11h 35m

Chicago Midway

Mon 12/1

5:05 am-11:15 am

1 stop6h 10m

$234

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 10/30

6:17 am-12:03 pm

1 stop5h 46m

Chicago O'Hare Intl

Mon 11/3

10:00 am-12:31 pm

Nonstop2h 31m

$240

Flights are sorted by cheapest round-trip flights first.

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

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?

The cheapest month to fly to Illinois from Pensacola is in November. Flight prices, which tend to average around $273, 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 $399. Flights from Pensacola to Illinois on a Tuesday will generally be more expensive and average around $635. 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 $480.

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 $318 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.

Can stopping save me money on Pensacola to Illinois flights?

You could potentially save up to 18% on your flight if you consider stops on a Pensacola to Illinois flight.

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

$156

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 $156. The best round-trip flight deal from Pensacola to Illinois found on momondo in the last 72 hours is $273.
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)
  • 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?

  • 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?

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 AirlinesPriceFrom $155Free CancellationRating
6.3
8,030 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $173Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $194Free CancellationRating
7.9
7,964 reviews
Search Delta flights
United AirlinesPriceFrom $211Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
American AirlinesPriceFrom $228Free CancellationRating
7.2
10,000 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.

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1 adult
Sun 10/19
Sun 10/26

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