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$72+ Cheap flights from Pensacola (PNS) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Pensacola to Illinois

Cheapest flights from Pensacola to Illinois
Explore the most affordable flight options available from Pensacola to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:03 pm
PNS
-
ORD
1 stop7h 43m
Spirit Airlines
Sun 2/110:48 am
ORD
-
PNS
1 stop5h 49m
Spirit Airlines
Deal found 1/20$163
This Kiwi.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:37 pm
PNS
-
STL
1 stop5h 50m
Multiple Airlines
Mon 2/163:49 pm
STL
-
PNS
1 stop25h 53m
Multiple Airlines
Deal found 1/18$169
This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:37 pm
PNS
-
STL
1 stop5h 50m
Multiple Airlines
Sun 2/223:49 pm
STL
-
PNS
1 stop25h 53m
Multiple Airlines
Deal found 1/19$172
This Cheapflightsfares deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:03 pm
PNS
-
ORD
1 stop7h 43m
Spirit Airlines
Mon 2/210:48 am
ORD
-
PNS
1 stop5h 49m
Spirit Airlines
Deal found 1/21$173
This Cheapflightsfares deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:20 pm
PNS
-
ORD
1 stop6h 27m
Spirit Airlines
Tue 3/107:00 am
ORD
-
PNS
1 stop8h 54m
Spirit Airlines
Deal found 1/20$183
This Priceline deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:20 pm
PNS
-
ORD
1 stop6h 27m
Spirit Airlines
Wed 2/2510:44 am
ORD
-
PNS
1 stop6h 58m
Spirit Airlines
Deal found 1/21$184
This Trip.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:20 pm
PNS
-
ORD
1 stop6h 27m
Multiple Airlines
Thu 2/2611:55 am
ORD
-
PNS
1 stop20h 55m
Multiple Airlines
Deal found 1/20$186
This Cheapflightsfares deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:20 pm
PNS
-
ORD
1 stop6h 27m
Spirit Airlines
Fri 2/2012:44 pm
ORD
-
PNS
1 stop4h 58m
Spirit Airlines
Deal found 1/20$198
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:20 pm
PNS
-
ORD
1 stop30h 04m
Multiple Airlines
Wed 2/256:02 pm
ORD
-
PNS
2 stops48h 49m
Multiple Airlines
Deal found 1/21$202
This Cheapflightsfares deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/64:03 pm
PNS
-
ORD
1 stop7h 44m
Spirit Airlines
Mon 2/910:48 am
ORD
-
PNS
1 stop5h 49m
Spirit Airlines
Deal found 1/21$203
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/51:15 pm
PNS
-
ORD
Nonstop2h 45m
American Airlines
Tue 3/1010:16 am
ORD
-
PNS
Nonstop2h 23m
American Airlines
Deal found 1/20$207
This Trip.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:20 pm
PNS
-
ORD
1 stop6h 27m
Spirit Airlines
Sun 2/227:00 am
ORD
-
PNS
1 stop8h 54m
Spirit Airlines
Deal found 1/20$208

Find flight deals from Pensacola to Illinois

Keep the following information in mind while searching for Pensacola to Illinois flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$163
(Cheapflightsfares)

One-way from

$72
(Trip.com)

Popular in

March

Cheapest in

February

Average price

$309

Good round-trip deal

$299 or less

Good one-way deal

$183 or less
Provider with most accurate pricing for Pensacola-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Chicago (CHI) flights.
Search Deals
From Pensacola to Illinois
Search Deals
One-way flight from Pensacola to Illinois
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Pensacola to Illinois.
Search Deals
Price to beat on a one-way flight from Pensacola to Illinois.
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Pensacola to Illinois that are best for you.

Fly from

Pensacola

Fly to

Illinois

Route

Depart

Return

Price

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Fri 2/13

6:37 pm-12:27 am

1 stop5h 50m

Lambert-St Louis

Mon 2/16

3:49 pm-5:42 pm

1 stop25h 53m

$169

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Fri 2/20

6:37 pm-12:27 am

1 stop5h 50m

Lambert-St Louis

Sun 2/22

3:49 pm-5:42 pm

1 stop25h 53m

$172

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 2/18

5:20 pm-11:47 pm

1 stop6h 27m

Chicago O'Hare Intl

Fri 2/20

12:44 pm-5:42 pm

1 stop4h 58m

$183

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 3/5

5:20 pm-11:47 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 3/9

10:44 am-5:42 pm

1 stop6h 58m

$183

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 2/6

4:03 pm-11:47 pm

1 stop7h 44m

Chicago O'Hare Intl

Mon 2/9

10:48 am-4:37 pm

1 stop5h 49m

$203

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 3/6

7:00 am-9:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 3/9

10:50 am-1:16 pm

Nonstop2h 26m

$207

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 2/17

5:20 pm-11:47 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 2/22

7:00 am-3:54 pm

1 stop8h 54m

$208

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 3/6

7:12 pm-12:21 am

2 stops29h 09m

Chicago O'Hare Intl

Mon 3/9

10:44 am-5:42 pm

1 stop6h 58m

$214

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Thu 3/5

6:37 pm-7:02 am

1 stop12h 25m

Lambert-St Louis

Sun 3/8

7:52 am-5:42 pm

1 stop9h 50m

$216

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 3/19

2:53 pm-11:38 pm

1 stop8h 45m

Chicago O'Hare Intl

Mon 3/23

5:05 am-1:24 pm

1 stop8h 19m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 60 results
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Best time to book a flight from Pensacola to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Illinois

What is the cheapest month to book a flight from Pensacola to Illinois?

Currently, June is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $78). Flying from Pensacola to Illinois in December is currently the most expensive (average of $229). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PNS to IL?

Find hourly flight availability from Pensacola to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Illinois as you normally would.

Weekly flight availability from Pensacola to Illinois

Explore weekly flight availability from Pensacola to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2026.

The most flights from PNS to USIL are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated January 21, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Pensacola to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
7.9
Good
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,364 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pensacola to Illinois?

    Most people fly from Pensacola (PNS) if they book a flight from Pensacola to Illinois. Pensacola is conveniently located just 4.0 mi from Pensacola’s city center.

  • How long is the flight from Pensacola to Illinois?

    For as low as $207, Spirit Airlines can have you in Illinois from Pensacola in 2h 38m. There are 795 mi between Pensacola and Illinois. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Pensacola to Illinois one-way?

    One-way options have recently been found by users for as low as $87 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $98 and United Airlines from $104 one-way.

  • What are the most popular routes from Pensacola to Illinois?

    When deciding which route to take from Pensacola to Illinois consider Pensacola - Chicago O'Hare Intl, Pensacola - Lambert-St Louis or Pensacola - Chicago Midway as they are the most popular.

  • What are the most reliable airlines from Pensacola to Illinois?

    The top 3 most reliable airlines when flying from Pensacola to Illinois are Lufthansa (80%), Republic Airways (73%) and Emirates (73%).

  • What are the cheapest flights from Pensacola to Illinois?

    On average you can expect to pay $459 for a flight from Pensacola to Illinois. The cheapest flight overall is $129 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $183.

  • Can I find deals for flights from Pensacola to Illinois that include hotel bookings?

    Yes. In addition to deals on Pensacola to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Illinois.

  • Can I find deals for business class flights from Pensacola to Illinois?

    Yes. Cheapflights offers flight deals from Pensacola to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Illinois?

    Currently, June is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $78). Flying from Pensacola to Illinois in December is currently the most expensive (average of $229). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Pensacola to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Pensacola to Illinois

Discover the top 5 airlines that operate flights from Pensacola to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$155Average$213FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$173Average$311FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$308FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$209Average$323FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$318FlexibilityNo cancel feeOn-time71%

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