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Pensacola to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Pensacola to Chicago

Departure Arrival Travel dates Round-trip
PNS CHI Fri, Sep 12 - Sun, Sep 21 $311
PNS CHI Wed, Aug 13 - Tue, Aug 19 $356
PNS CHI Thu, Oct 23 - Sun, Oct 26 $380
PNS CHI Wed, Aug 13 - Tue, Aug 19 $393

Pensacola and Chicago airports and terminals

Airports in Pensacola FL, US
map of airports in Pensacola
  • 1

    Regional (PNS)

    Distance from City Center: 3.9 miles

    Carriers for flights from PNS to CHI

    Carriers
    United Airlines
  • 2

    Mobile Municipal Arpt (MOB)

    Distance from City Center: 63.8 miles

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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from PNS to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 United Airlines
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Cheap flights from Pensacola to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2
3 4 5 6 7 8 9
10 11 12 13
$356
14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 165 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 68 reviews

6500 SOUTH CICERO AVE Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 22 reviews

6530 S. Cicero Avenue Map

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 30 reviews

6540 S. Cicero Ave. Map

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.6 / 5 11 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $99

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 147 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

August

Lowest roundtrip airfare in August from Pensacola to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 13 Pensacola (PNS) Chicago (ORD) American Airlines $356
Earn $3.56
Return Tue, Aug 19 Chicago (ORD) Pensacola (PNS) American Airlines
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September

Lowest roundtrip airfare in September from Pensacola to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Sep 12 Pensacola (PNS) Chicago (ORD) United Airlines $311
Earn $3.11
Return Sun, Sep 21 Chicago (ORD) Pensacola (PNS) United Airlines
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October

Cheapest weekend flights in October from Pensacola to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 23 Pensacola (PNS) Chicago (ORD) United Airlines $377
Earn $3.77
Return Sun, Oct 26 Chicago (ORD) Pensacola (PNS) United Airlines

Lowest roundtrip airfare in October from Pensacola to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 23 Pensacola (PNS) Chicago (ORD) United Airlines $377
Earn $3.77
Return Sun, Oct 26 Chicago (ORD) Pensacola (PNS) United Airlines
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Flights to Chicago

Pensacola Airport Information

Use Orbitz.com to find cheap flights from Pensacola and choose from any of the major domestic airlines that service the airport, including AirTran, US Airways Express, American Eagle, United, Delta and Delta Connection. Pensacola International Airport serves Florida's greater Pensacola region from its central location just five miles north of the downtown area. Getting to the airport from the city is easy by taking 9th Avenue to 12th Avenue to Airport Boulevard.

Airport Parking in Pensacola

You have three parking options at the Pensacola airport. Surface lots are located within easy walking distance of the terminal, with a maximum rate of $8.50 per day. Overflow parking is available in the shuttle lot for the same $8.50-per-day rate, and the airport offers free shuttle service to take you back and forth to the terminal from your car. Covered garage parking is also available for $10.50 per day

Ground Transportation in Pensacola

The most economical way to get to the airport from the city is via a share-a-ride shuttle or taxi. Reserve your shuttle in advance to get to the airport on time. The city of Pensacola sets standard taxi rates, so you should be charged the same amount no matter what cab company you choose. Expect to pay $2 for the first 1/9th mile and $.25 for each additional 1/9th mile, with an $11 minimum fare. Save enough money to hire a private car service when you use Orbitz.com to purchase discount air tickets.

Restaurants in the Pensacola Airport

There is only one full bar and sit-down restaurant inside the Pensacola airport. Varona's Restaurant is located in the public area before the security checkpoint. Once you have entered the post-security gate areas, your purchases are limited to grab-and-go snacks and beverages. If you are about to embark on a long flight, you might want to consider stopping at one of the full-service restaurants just outside of the airport, such as Bonefish Grill on 12th Avenue or O'Brien's Bistro on Bayou Boulevard. Enjoy your travels, and remember to use Orbitz.com the next time you want to find cheap flights from Pensacola.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from Pensacola to Chicago

    • 1 direct flights are operating from Pensacola to Chicago today.
    • Today's average time for a direct flight is 2h 27m.
    • United Airlines flight 4603 (6:29 AM GMT, Embraer RJ135/RJ140/RJ145) is today's earliest available flight from Pensacola to Chicago.
    • United Airlines flight 4603 (6:29 AM GMT, Embraer RJ135/RJ140/RJ145) is today's latest available flight from Pensacola to Chicago.
    • Today's shortest direct flight from Pensacola to Chicago (United Airlines flight 4603, Embraer RJ135/RJ140/RJ145) takes 2h 27m.
    • Today's longest direct flight from Pensacola to Chicago (United Airlines flight 4603, Embraer RJ135/RJ140/RJ145) takes 2h 27m.
    • Flights from Mobile Municipal Arpt (MOB), Regional (PNS) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Aircraft options between Pensacola and Chicago

Equipment Carrier
Embraer RJ135/RJ140/RJ145 United Airlines