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$78+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Pensacola to Illinois

Keep the following information in mind while searching for Pensacola to Illinois flight deals. Data was last updated August 14, 2025.

Round-trip from

$155
(United Airlines)

One-way from

$78
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$296

Good round-trip deal

$294 or less

Good one-way deal

$168 or less
From Pensacola to Illinois
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One-way flight from Pensacola to Illinois
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Pensacola to Illinois.
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Price to beat on a one-way flight from Pensacola to Illinois.
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Find 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 August 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/162:15 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Wed 9/1710:53 amORD - PNS
Nonstop2h 25mUnited Airlines
Deal found 8/12$155
This Priceline deal was found by Cheapflights users on 8/13. 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.
Tue 9/164:44 pmPNS - ORD
1 stop6h 04mSpirit Airlines
Wed 9/175:05 amORD - PNS
1 stop10h 34mSpirit Airlines
Deal found 8/13$162
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/102:15 pmPNS - ORD
Nonstop2h 37mUnited Airlines
Mon 9/1510:53 amORD - PNS
Nonstop2h 25mUnited Airlines
Deal found 8/12$166
This Priceline deal was found by Cheapflights users on 8/14. 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.
Sat 10/184:36 pmPNS - ORD
1 stop7h 09mMultiple Airlines
Thu 10/236:50 amORD - PNS
1 stop8h 03mMultiple Airlines
Deal found 8/14$170
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 9/104:44 pmPNS - ORD
1 stop6h 04mSpirit Airlines
Mon 9/156:30 amORD - PNS
1 stop11h 40mSpirit Airlines
Deal found 8/12$171
This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:00 pmPNS - MDW
1 stop4h 26mDelta
Wed 9/106:00 amMDW - PNS
1 stop4h 50mDelta
Deal found 8/13$177
This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/35:00 pmPNS - ORD
1 stop5h 37mDelta
Wed 9/105:45 amORD - PNS
1 stop5h 05mDelta
Deal found 8/13$177
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/154:35 pmPNS - STL
1 stop16h 32mFrontier
Sun 11/167:52 pmSTL - PNS
1 stop19h 39mFrontier
Deal found 8/13$178
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 9/124:44 pmPNS - ORD
1 stop6h 04mSpirit Airlines
Mon 9/156:30 amORD - PNS
1 stop11h 40mSpirit Airlines
Deal found 8/13$180
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:50 amPNS - MDW
1 stop3h 55mSouthwest
Tue 11/1810:50 amMDW - PNS
1 stop4h 45mSouthwest
Deal found 8/13$181
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 9/194:44 pmPNS - ORD
1 stop6h 04mSpirit Airlines
Sun 9/216:30 amORD - PNS
1 stop11h 40mSpirit Airlines
Deal found 8/12$181
This Priceline deal was found by Cheapflights users on 8/13. 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 9/244:44 pmPNS - ORD
1 stop6h 04mSpirit Airlines
Sat 9/275:05 amORD - PNS
1 stop10h 34mSpirit Airlines
Deal found 8/13$184

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 August 14, 2025.
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

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 9/10

2:15 pm-4:52 pm

Nonstop2h 37m

Chicago O'Hare Intl

Wed 9/17

10:53 am-1:18 pm

Nonstop2h 25m

$155

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 9/16

2:15 pm-4:52 pm

Nonstop2h 37m

Chicago O'Hare Intl

Wed 9/17

10:53 am-1:18 pm

Nonstop2h 25m

$155

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 9/16

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Wed 9/17

5:05 am-3:39 pm

1 stop10h 34m

$162

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 9/10

2:15 pm-4:52 pm

Nonstop2h 37m

Chicago O'Hare Intl

Mon 9/15

10:53 am-1:18 pm

Nonstop2h 25m

$166

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 10/18

4:36 pm-11:45 pm

1 stop7h 09m

Chicago O'Hare Intl

Thu 10/23

6:50 am-2:53 pm

1 stop8h 03m

$170

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 9/10

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Sun 9/14

6:30 am-6:10 pm

1 stop11h 40m

$171

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 9/17

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Wed 9/24

5:05 am-3:39 pm

1 stop10h 34m

$171

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 9/4

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Tue 9/9

6:30 am-6:10 pm

1 stop11h 40m

$171

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sun 9/7

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Wed 9/10

5:05 am-3:39 pm

1 stop10h 34m

$171

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 9/16

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Thu 9/25

5:05 am-3:39 pm

1 stop10h 34m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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, August is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $245). Flying from Pensacola to Illinois in March is currently the most expensive (average of $321). 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 August 14, 2025.

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.

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 August 14, 2025.
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
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

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.

  • 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 $78 on United Airlines. Other airlines that offer cheap prices include Spirit Airlines from $79 and Frontier from $88 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 - Chicago Midway or Pensacola - Lambert-St Louis 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 Emirates (72%), United Airlines (72%) and Air New Zealand (72%).

  • What are the cheapest flights from Pensacola to Illinois?

    On average you can expect to pay $316 for a flight from Pensacola to Illinois. The cheapest flight overall is $138 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $155.

  • 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, August is the cheapest month in which you can book a flight from Pensacola to Illinois (average of $245). Flying from Pensacola to Illinois in March is currently the most expensive (average of $321). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$201FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$173Average$349FlexibilityNo cancel feeOn-time63%
DeltaCheapest$194Average$303FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$220Average$401FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$228Average$356FlexibilityNo cancel feeOn-time71%

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