Selected fares from Pensacola to Chicago

Flights from Pensacola

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.

Flights to Chicago

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.

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Hotels in Chicago

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The Palmer House Hilton
The Palmer House Hilton
17 E Monroe St, Chicago
4.0 out of 5.0
4.1 out of 5 (734 reviews)

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...

$132

$132
Club Quarters Hotel, Central Loop
Club Quarters Hotel, Central Loop
111 West Adams Street, Chicago
4.0 out of 5.0
4.1 out of 5 (561 reviews)

Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...

$112

$112
Sofitel Chicago Water Tower
Sofitel Chicago Water Tower
20 E Chestnut St, Chicago
4.5 out of 5.0
4.6 out of 5 (140 reviews)

Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is 2 blocks from the John Hancock ...

$176

$176
Wyndham Grand Chicago Riverfront
Wyndham Grand Chicago Riverfront
71 E Wacker Dr, Chicago
4.0 out of 5.0
4.2 out of 5 (252 reviews)

This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district ...

$169

$169
The Whitehall Hotel
The Whitehall Hotel
105 E Delaware Pl, Chicago
4.0 out of 5.0
3.8 out of 5 (1,130 reviews)

Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

$111

$111
Millennium Knickerbocker
Millennium Knickerbocker
163 East Walton Place, Chicago
4.0 out of 5.0
4.1 out of 5 (229 reviews)

This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake ...

$144

$144
MileNorth Hotel
MileNorth Hotel
166 E Superior Street, Chicago
4.0 out of 5.0
4.3 out of 5 (463 reviews)

Situated in Chicago, this boutique hotel is steps from Northwestern Memorial Hospital and Chicago Water Tower. John Hancock Center and Tribune Tower are also ...

$134

$134
Congress Plaza Hotel
Congress Plaza Hotel
520 South Michigan Avenue, Chicago
3.0 out of 5.0
3.4 out of 5 (1,239 reviews)

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

$116

$116
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago
4.5 out of 5.0
4.1 out of 5 (239 reviews)

The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake Michigan; Navy Pier, Art Institute, ...

$203

$203
Hyatt Regency Chicago
Hyatt Regency Chicago
151 East Wacker Dr, Chicago
4.0 out of 5.0
4.1 out of 5 (753 reviews)

This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...

$149

$149

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Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.