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$77+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(American Airlines)

One-way from

$77
(Trip.com)

Popular in

March

Cheapest in

November

Average price

$348

Good round-trip deal

$278 or less

Good one-way deal

$125 or less
Provider with most accurate pricing for Pensacola-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Chicago (CHI) flights.
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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 ($19 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 October 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 October 16, 2025.

This United Airlines deal was found by Cheapflights users on 10/16. 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.
Fri 11/72:17 pmPNS - ORD
Nonstop2h 31mUnited Airlines
Mon 11/1010:49 amORD - PNS
Nonstop2h 26mUnited Airlines
Deal found 10/16$209
This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:09 pmPNS - ORD
1 stop16h 05mSpirit Airlines
Mon 12/157:00 amORD - PNS
1 stop11h 14mSpirit Airlines
Deal found 10/14$210
This Southwest deal was found by Cheapflights users on 10/15. 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.
Tue 12/164:15 pmPNS - MDW
1 stop4h 00mSouthwest
Wed 12/1710:50 amMDW - PNS
1 stop4h 45mSouthwest
Deal found 10/15$212
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Thu 11/1311:17 amPNS - ORD
2 stops11h 20mMultiple Airlines
Sun 11/165:25 amORD - PNS
1 stop28h 57mMultiple Airlines
Deal found 10/16$213
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/1411:17 amPNS - ORD
1 stop11h 49mMultiple Airlines
Mon 11/176:30 pmORD - PNS
2 stops45h 34mMultiple Airlines
Deal found 10/16$215
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/124:44 pmPNS - ORD
2 stops31h 27mMultiple Airlines
Wed 11/1910:52 amORD - PNS
1 stop8h 19mMultiple Airlines
Deal found 10/15$217
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 11/74:30 pmPNS - STL
1 stop16h 37mMultiple Airlines
Sun 11/96:21 pmSTL - PNS
1 stop24h 50mMultiple Airlines
Deal found 10/16$219
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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 11/1411:17 amPNS - ORD
1 stop11h 49mSpirit Airlines
Sun 11/1610:52 amORD - PNS
1 stop8h 19mSpirit Airlines
Deal found 10/15$222
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Mon 11/2411:56 amPNS - STL
1 stop5h 09mAmerican Airlines
Tue 12/29:36 amSTL - PNS
1 stop5h 04mAmerican Airlines
Deal found 10/15$223
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
Mon 10/274:36 pmPNS - ORD
1 stop8h 27mSpirit Airlines
Thu 10/305:05 amORD - PNS
1 stop10h 26mSpirit Airlines
Deal found 10/15$223
This Southwest deal was found by Cheapflights users on 10/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:30 pmPNS - MDW
1 stop3h 45mSouthwest
Mon 12/1510:50 amMDW - PNS
1 stop4h 45mSouthwest
Deal found 10/14$224
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:16 pmPNS - ORD
2 stops18h 13mSpirit Airlines
Mon 11/1010:52 amORD - PNS
1 stop8h 19mSpirit Airlines
Deal found 10/16$224

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 October 16, 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

Thu 11/13

2:17 pm-4:48 pm

Nonstop2h 31m

Chicago O'Hare Intl

Sun 11/16

10:49 am-1:15 pm

Nonstop2h 26m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/7

8:16 pm-11:12 am

1 stop14h 56m

Chicago O'Hare Intl

Mon 11/10

10:52 am-7:11 pm

1 stop8h 19m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/14

2:17 pm-4:48 pm

Nonstop2h 31m

Chicago O'Hare Intl

Mon 11/17

10:49 am-1:15 pm

Nonstop2h 26m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/7

2:17 pm-4:48 pm

Nonstop2h 31m

Chicago O'Hare Intl

Mon 11/10

10:49 am-1:15 pm

Nonstop2h 26m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 11/13

11:17 am-10:37 pm

2 stops11h 20m

Chicago O'Hare Intl

Sun 11/16

5:25 am-10:22 am

1 stop28h 57m

$213

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/14

11:17 am-11:06 pm

1 stop11h 49m

Chicago O'Hare Intl

Mon 11/17

6:30 pm-4:04 pm

2 stops45h 34m

$214

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Mon 11/24

11:56 am-5:05 pm

1 stop5h 09m

Lambert-St Louis

Tue 12/2

9:36 am-2:40 pm

1 stop5h 04m

$223

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 12/16

11:42 am-4:45 pm

1 stop5h 03m

Chicago O'Hare Intl

Sun 12/21

4:13 pm-8:30 pm

1 stop4h 17m

$223

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

Fri 11/21

7:09 pm-11:40 pm

1 stop4h 31m

Chicago Midway

Sun 11/23

5:34 pm-11:14 pm

1 stop5h 40m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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 April is currently the most expensive (average of $202). 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 October 16, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Pensacola to Illinois by exploring options for tickets in the evening.

What is the cheapest day to fly from Pensacola to Illinois?

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Illinois. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Pensacola to Illinois flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 16, 2025.

The most flights from PNS to USIL are scheduled on a Monday (4 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 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 October 16, 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
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
8,097 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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 $209, United Airlines can have you in Illinois from Pensacola in 2h 31m. 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 $105 on United Airlines. Other airlines that offer cheap prices include American Airlines from $109 and Delta from $109 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 United Airlines (85%), Lufthansa (84%) and Emirates (84%).

  • What are the cheapest flights from Pensacola to Illinois?

    On average you can expect to pay $261 for a flight from Pensacola to Illinois. The cheapest flight overall is $104 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $161.

  • 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 April is currently the most expensive (average of $202). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$155Average$213FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$173Average$317FlexibilityNo cancel feeOn-time63%
DeltaCheapest$194Average$297FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$209Average$361FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$228Average$308FlexibilityNo cancel feeOn-time71%

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