HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$69+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pensacola to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$140
(FlightHub)

One-way from

$69
(FlightHub)

Popular in

March

Cheapest in

February

Average price

$377

Good round-trip deal

$328 or less

Good one-way deal

$138 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
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
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 May 2025
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

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 May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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.
Thu 5/294:35 pmPNS - ORD
1 stop7h 30mSpirit Airlines
Sun 6/19:55 amORD - PNS
1 stop5h 35mSpirit Airlines
Deal found 4/30$140
This Southwest deal was found by Cheapflights users on 4/30. 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 5/174:15 pmPNS - MDW
Nonstop2h 10mSouthwest
Tue 5/206:45 amMDW - PNS
1 stop4h 00mSouthwest
Deal found 4/30$187
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/294:48 pmPNS - STL
1 stop4h 38mAmerican Airlines
Thu 6/512:50 pmSTL - PNS
1 stop6h 03mAmerican Airlines
Deal found 4/29$189
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 8/295:45 pmPNS - MDW
1 stop4h 02mDelta
Wed 9/36:00 amMDW - PNS
1 stop6h 49mDelta
Deal found 4/29$197
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 6/87:30 pmPNS - ORD
1 stop4h 28mDelta
Wed 6/115:35 amORD - PNS
1 stop5h 03mDelta
Deal found 4/30$197
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/215:41 pmPNS - ORD
1 stop6h 15mAmerican Airlines
Sun 5/259:13 amORD - PNS
Nonstop2h 23mAmerican Airlines
Deal found 4/30$228
This Southwest deal was found by Cheapflights users on 4/30. 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.
Thu 8/1411:05 amPNS - ORD
1 stop5h 20mSouthwest
Sun 8/177:30 amORD - PNS
1 stop5h 15mSouthwest
Deal found 4/30$232
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 8/78:46 amPNS - STL
1 stop9h 46mSpirit Airlines
Sun 8/107:37 pmSTL - PNS
1 stop12h 14mSpirit Airlines
Deal found 4/29$234
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/94:30 pmPNS - STL
1 stop17h 29mMultiple Airlines
Sun 5/1110:10 amSTL - PNS
1 stop5h 20mMultiple Airlines
Deal found 4/30$241
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/142:05 pmPNS - ORD
Nonstop2h 41mUnited Airlines
Wed 5/2110:40 amORD - PNS
Nonstop2h 28mUnited Airlines
Deal found 4/30$247
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/162:35 pmPNS - MLI
1 stop7h 39mAmerican Airlines
Tue 5/205:00 amMLI - PNS
1 stop6h 52mAmerican Airlines
Deal found 4/30$259
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/44:28 pmPNS - ORD
1 stop7h 13mMultiple Airlines
Sun 5/185:05 amORD - PNS
1 stop10h 25mMultiple Airlines
Deal found 4/30$262

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 May 1, 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 5/29

4:35 pm-12:05 am

1 stop7h 30m

Chicago O'Hare Intl

Sun 6/1

9:55 am-3:30 pm

1 stop5h 35m

$140

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Sat 5/17

4:15 pm-6:25 pm

Nonstop2h 10m

Chicago Midway

Tue 5/20

6:45 am-10:45 am

1 stop4h 00m

$187

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Thu 5/29

4:48 pm-9:26 pm

1 stop4h 38m

Lambert-St Louis

Thu 6/5

12:50 pm-6:53 pm

1 stop6h 03m

$189

PensacolaChicago

PNS - MDW

PNSMDW

Pensacola

Fri 8/29

5:45 pm-9:47 pm

1 stop4h 02m

Chicago Midway

Wed 9/3

6:00 am-12:49 pm

1 stop6h 49m

$197

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sun 6/8

7:30 pm-11:58 pm

1 stop4h 28m

Chicago O'Hare Intl

Wed 6/11

5:35 am-10:38 am

1 stop5h 03m

$197

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 5/21

5:41 pm-11:56 pm

1 stop6h 15m

Chicago O'Hare Intl

Sun 5/25

9:13 am-11:36 am

Nonstop2h 23m

$228

PensacolaSt. Louis

PNS - STL

PNSSTL

Pensacola

Thu 8/7

8:46 am-6:32 pm

1 stop9h 46m

Lambert-St Louis

Sun 8/10

7:37 pm-7:51 am

1 stop12h 14m

$234

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 5/14

2:05 pm-4:46 pm

Nonstop2h 41m

Chicago O'Hare Intl

Wed 5/21

10:40 am-1:08 pm

Nonstop2h 28m

$247

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 7/17

6:00 am-5:55 pm

2 stops11h 55m

Chicago O'Hare Intl

Mon 7/28

1:30 pm-7:40 pm

1 stop6h 10m

$252

PensacolaMoline

PNS - MLI

PNSMLI

Pensacola

Fri 5/16

2:35 pm-10:14 pm

1 stop7h 39m

Moline Quad-City

Tue 5/20

5:00 am-11:52 am

1 stop6h 52m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 42 results
1
2
3
...
5

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 May 1, 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.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 2025.
Read through reviews of airlines operating flights from Pensacola to Illinois, such as Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Spirit Airlines
6.3
Okay
7,963 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $69 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $89 and United Airlines from $89 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 American Airlines (100%), Qatar Airways (100%) and Envoy Air (100%).

  • What are the cheapest flights from Pensacola to Illinois?

    On average you can expect to pay $806 for a flight from Pensacola to Illinois. The cheapest flight overall is $92 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $151.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pensacola to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Fort Lauderdale to LaGuardia flights
Miami to LaGuardia flights
Miami to Newark flights
Tampa to Newark flights
Orlando to Newark flights
Orlando to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to Seattle flights
Orlando to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Tampa to Seattle flights
Fort Lauderdale to Las Vegas flights
Miami to Los Angeles flights
Orlando to Los Angeles flights
Orlando to Dallas/Fort Worth flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Las Vegas flights
Tampa to Las Vegas flights
Tampa to LaGuardia flights
Orlando to O'Hare Intl flights
Fort Lauderdale to Atlanta flights
Orlando to Hobby flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Denver flights
Miami to Denver flights
Miami to Seattle flights
Tampa to Boston flights
Fort Lauderdale to O'Hare Intl flights
Tampa to O'Hare Intl flights
Miami to Atlanta flights
Fort Lauderdale to Los Angeles flights
Miami to O'Hare Intl flights
Fort Lauderdale to Boston flights
Fort Lauderdale to Philadelphia flights
Tampa to Denver flights
West Palm Beach to LaGuardia flights
Miami to Boston flights
Miami to Hobby flights
Tampa to Dulles Intl flights
Orlando to Boston flights
Tampa to Los Angeles flights
Orlando to Philadelphia flights
Fort Lauderdale to Seattle flights
Tampa to Atlanta flights
West Palm Beach to Newark flights
Miami to Las Vegas flights
Tampa to Reagan-National flights
Tampa to Dallas/Fort Worth flights

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$98Average$188FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$192Average$379FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$303FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$426FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$253Average$409FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.