Flights from Chicago to Pensacola

Selected fares from Chicago to Pensacola

Departure
Arrival
Travel dates
Round-trip

Departure:

CHI

Arrival:

PNS

Travel dates

Tue, Aug 18 - Tue, Aug 25

Round-trip

Departure:

CHI

Arrival:

PNS

Travel dates

Mon, Aug 24 - Wed, Aug 26

Round-trip

Departure:

CHI

Arrival:

PNS

Travel dates

Wed, Aug 19 - Mon, Aug 24

Round-trip

Departure:

CHI

Arrival:

PNS

Travel dates

Wed, Aug 19 - Tue, Aug 25

Round-trip

Departure:

CHI

Arrival:

PNS

Travel dates

Wed, Sep 16 - Wed, Sep 23

Round-trip

August 2015
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Sat, Aug 1
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Wed, Aug 12
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Thu, Aug 13
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Fri, Aug 14
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Sat, Aug 15
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Sun, Aug 16
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Mon, Aug 17
18
Tue, Aug 18

Leaving Tue, Aug 18

Returning options:

19
Wed, Aug 19

Leaving Wed, Aug 19

20
Thu, Aug 20
21
Fri, Aug 21

Leaving Fri, Aug 21

Returning options:

22
Sat, Aug 22
23
Sun, Aug 23
24
Mon, Aug 24
25
Tue, Aug 25
26
Wed, Aug 26

Leaving Wed, Aug 26

27
Thu, Aug 27
28
Fri, Aug 28
29
Sat, Aug 29
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Sun, Aug 30
31
Mon, Aug 31

= Cheapest round-trip flights

* Prices are round trip per person (conditions apply)

Save more with Pensacola Flight + Hotel packages

Chicago and Pensacola airports and terminals

Airports in Chicago IL, US

Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to PNS

    Terminal

    Carriers

    Terminal 1
    United Airlines
    Terminal 2
    United Airlines

Airports in Pensacola FL, US

Pensacola
  • 1

    Regional (PNS)

    Distance from City Center: 3.9 miles

    Carriers for flights from CHI to PNS

    Carriers

    United Airlines
  • 2

    Mobile Municipal Arpt (MOB)

    Distance from City Center: 63.8 miles

    Carriers

  

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Featured Pensacola Airport Hotels

http://www.tnetnoc.com/hotelphotos/863/36863/2631759-Hampton-Inn-Pensacola-Airport-Cordova-Mall-Hotel-Exterior-1-LP.jpg
2187 Airport Boulevard Map
4.2 / 5 53 reviews
  • Free On The House hot breakfast, Wi-Fi
  • Free On The House hot breakfast, Wi-Fi
From
$139

...We are located in the heart of Pensacola's Cordova Business District, about 500 yards from Pensacola Regional Airport, with free shuttle service to the airport, Cordova Mall and area... More

From
$139
http://www.tnetnoc.com/hotelphotos/993/52993/2631759-Homewood-Suites-by-Hilton-Pensacola-Arpt-Cordova-Mall-Area-Hotel-Exterior-1-LP.jpg
5049 Corporate Woods Drive Map
4.4 / 5 12 reviews
  • Includes parking for up to 7 nights
  • Includes parking for up to 7 nights
From
$140

...in Pensacola on an extended stay, for military training or a business trip, you'll enjoy our friendly service, outdoor pool, and sports court.Our 107-suite Pensacola, FL hotel is located less... More

From
$140
http://www.tnetnoc.com/hotelphotos/812/342812/2631759-Hilton-Garden-Inn-Pensacola-Airport-Medical-Ctr-Hotel-Exterior-1-LP.jpg
1144 Airport Boulevard Map
4.2 / 5 18 reviews
  • Complimentary wired and Wi-Fi Internet Access
  • Complimentary wired and Wi-Fi Internet Access
From
$151

...The Hilton Garden Inn Pensacola Airport/Medical Center is located just off Interstate 110 in beautiful Pensacola, Florida.... The hotel is only one mile from Pensacola Regional Airport (PNS)and... More

From
$151
http://www.tnetnoc.com/hotelphotos/359/266359/2631759-TownePlace-Suites-by-Marriott-Pensacola-Hotel-Exterior-1-LP.jpg
481 Creighton Road Map
3.8 / 5 17 reviews
From
$149

...Transportation Pensacola Regional Airport (3 mi/5 km).... More

From
$149
http://www.tnetnoc.com/hotelphotos/066/26066/2631759-Extended-Stay-America-Pensacola-University-Mall-Hotel-Exterior-1-LP.jpg
809 Bloodworth Lane Map
2.7 / 5 23 reviews
From
$84

At Extended Stay America, only 8 miles from Pensacola, guests find a friendly home away from home whether they stay a day, a week or a month. Fully equipped kitchens in each of our 101 spacious... More

From
$84

August

Cheapest weekend flights in August from Chicago to Pensacola

Leave
Fri, Aug 21
Chicago
(ORD)
Pensacola
(PNS)
US Airways
US Airways
Return
Mon, Aug 24
Pensacola
(PNS)
Chicago
(ORD)
US Airways
US Airways
Earn $3.18

Lowest roundtrip airfare in August from Chicago to Pensacola

Leave
Tue, Aug 18
Chicago
(MDW)
Pensacola
(PNS)
Delta Air Lines
Delta Air Lines
Return
Tue, Aug 25
Pensacola
(PNS)
Chicago
(MDW)
Delta Air Lines
Delta Air Lines
Earn $2.98

Best one-week trip in August from Chicago to Pensacola

Leave
Tue, Aug 18
Chicago
(MDW)
Pensacola
(PNS)
Delta Air Lines
Delta Air Lines
Return
Tue, Aug 25
Pensacola
(PNS)
Chicago
(MDW)
Delta Air Lines
Delta Air Lines
Earn $2.98

September

Cheapest weekend flights in September from Chicago to Pensacola

Leave
Thu, Sep 24
Chicago
(ORD)
Pensacola
(PNS)
US Airways
US Airways
Return
Sun, Sep 27
Pensacola
(PNS)
Chicago
(ORD)
US Airways
US Airways
Earn $3.18

Lowest roundtrip airfare in September from Chicago to Pensacola

Leave
Thu, Sep 24
Chicago
(ORD)
Pensacola
(PNS)
US Airways
US Airways
Return
Sun, Sep 27
Pensacola
(PNS)
Chicago
(ORD)
US Airways
US Airways
Earn $3.18

Best one-week trip in September from Chicago to Pensacola

Leave
Sat, Sep 5
Chicago
(ORD)
Pensacola
(PNS)
US Airways
US Airways
Return
Sat, Sep 12
Pensacola
(PNS)
Chicago
(ORD)
US Airways
US Airways
Earn $3.50

October

Cheapest weekend flights in October from Chicago to Pensacola

Leave
Thu, Oct 1
Chicago
(ORD)
Pensacola
(PNS)
Delta Air Lines
Delta Air Lines
Return
Sun, Oct 4
Pensacola
(PNS)
Chicago
(ORD)
Delta Air Lines
Delta Air Lines
Earn $3.42

Lowest roundtrip airfare in October from Chicago to Pensacola

Leave
Tue, Oct 6
Chicago
(ORD)
Pensacola
(PNS)
US Airways
US Airways
Return
Thu, Oct 15
Pensacola
(PNS)
Chicago
(ORD)
US Airways
US Airways
Earn $3.17

Flights to Pensacola

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Pensacola Airport Information

Find cheap flights to Pensacola International Airport using Orbitz.com. The airport is located at 2430 Pensacola Boulevard, less than five miles from the downtown Pensacola area, and it receives flights from most major domestic and international airlines.

Ground Transportation in Pensacola

Public transportation in the Pensacola area is limited, so most visitors take a share-a-ride shuttle or taxi to get to their final destination. The city sets the taxi rates, so you can expect to pay roughly the same no matter which cab company you choose. Minimum fares are $11.00, or $2 for the first 1/9th of a mile and 25 cents for each additional 1/9th mile. Using Orbitz.com, you can book a hotel that offers free shuttle services to and from the airport or simply rent a car for the duration of your stay.

Pensacola Weather Information

Pensacola is situated in Florida's panhandle on the Gulf of Mexico coast. Winter temperatures range from the 40s to the 60s, and summers are usually somewhere between 70 and 90 degrees. Pack lightweight summer outfits during the warmer months and clothes that you can layer to accommodate milder weather during the spring, fall and winter.

What to Do in Pensacola

Sporting 52 miles of white-sandy beaches, expect many of Pensacola's activities to take place on or near the water. Urban adventurers can venture into the downtown area to take advantage of the city's many museums, historical landmarks, shopping venues and restaurants. For the best nightlife in town, head over to the Seville Quarter on East Government Street where you can enjoy live music, dining and dancing. Enjoy your trip to Pensacola, and don't forget to use Orbitz.com whenever you need to book an air ticket on one of the many cheap flights to Pensacola.

Interesting facts about flights from Chicago to Pensacola

    • 1 direct flights are operating from Chicago to Pensacola today.
    • Today's average time for a direct flight is 2h 22m.
    • United Airlines flight 3940 (9:46 AM GMT, Embraer RJ135/RJ140/RJ145) is today's earliest available flight from Chicago to Pensacola.
    • United Airlines flight 3940 (9:46 AM GMT, Embraer RJ135/RJ140/RJ145) is today's latest available flight from Chicago to Pensacola.
    • Today's shortest direct flight from Chicago to Pensacola (United Airlines flight 3940, Embraer RJ135/RJ140/RJ145) takes 2h 22m.
    • Today's longest direct flight from Chicago to Pensacola (United Airlines flight 3940, Embraer RJ135/RJ140/RJ145) takes 2h 22m.
    • Flights from Midway Airport (MDW), O'Hare International Airport (ORD) to Mobile Municipal Arpt (MOB), Regional (PNS) are available for this route.

Flight schedule for flights from Chicago to Pensacola on Fri, Jul 31, 2015

Carrier Flight # Departing   Arriving Flight time Aircraft
American Airlines/American Airlines
AA2057/AA5255

Departing

ORD 5:35 AM

Arriving

PNS 10:24 AM
Flight time 4hr 49min Aircraft 321/CR7
American Airlines/US Airways
AA2057/US5255

Departing

ORD 5:35 AM

Arriving

PNS 10:24 AM
Flight time 4hr 49min Aircraft 321/CR7
US Airways/American Airlines
US2057/AA5255

Departing

ORD 5:35 AM

Arriving

PNS 10:24 AM
Flight time 4hr 49min Aircraft 321/CR7
US Airways/US Airways
US2057/US5255

Departing

ORD 5:35 AM

Arriving

PNS 10:24 AM
Flight time 4hr 49min Aircraft 321/CR7
American Airlines/Delta Air Lines
AA4352/DL1353

Departing

ORD 6:41 AM

Arriving

PNS 11:08 AM
Flight time 4hr 27min Aircraft E75/M88
Delta Air Lines/Delta Air Lines
DL2030/DL1353

Departing

MDW 6:00 AM

Arriving

PNS 11:08 AM
Flight time 5hr 8min Aircraft 717/M88
Delta Air Lines/Delta Air Lines
DL2031/DL1353

Departing

MDW 7:05 AM

Arriving

PNS 11:08 AM
Flight time 4hr 3min Aircraft 717/M88
Delta Air Lines/Delta Air Lines
DL977/DL1353

Departing

ORD 6:00 AM

Arriving

PNS 11:08 AM
Flight time 5hr 8min Aircraft 717/M88
Delta Air Lines/Delta Air Lines
DL1477/DL1353

Departing

ORD 7:00 AM

Arriving

PNS 11:08 AM
Flight time 4hr 8min Aircraft 73H/M88
United Airlines/Delta Air Lines
UA5536/DL1353

Departing

ORD 6:33 AM

Arriving

PNS 11:08 AM
Flight time 4hr 35min Aircraft E7W/M88
US Airways/Delta Air Lines
US4352/DL1353

Departing

ORD 6:41 AM

Arriving

PNS 11:08 AM
Flight time 4hr 27min Aircraft E75/M88
United Airlines
UA3940

Departing

ORD 9:46 AM

Arriving

PNS 12:08 PM
Flight time 2hr 22min Aircraft ERJ
American Airlines/Delta Air Lines
AA3309/DL1270

Departing

ORD 8:11 AM

Arriving

PNS 1:57 PM
Flight time 5hr 46min Aircraft CR7/757