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  Home / Flights on Southwest Airlines / Flights to Philadelphia (PHL) from Chicago (MDW) on Southwest Airlines

Flights to Philadelphia (PHL) from Chicago (MDW) on Southwest Airlines

Orbitz is pleased to offer airline tickets on Southwest Airlines, which operates 3 regularly scheduled daily non-stop flights from Chicago (MDW) to Philadelphia (PHL), departing between 9:30am and 6:40pm, and 2 additional non-stop flights, departing between 6:30am and 7:50pm on select days of the week. Usually a Boeing 737-300 or Boeing 737-700 is flown for this route. The average travel time from Chicago, IL to Philadelphia, PA is 2 hours and 14 minutes.


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During your Philadelphia vacation, don't miss these great establishments and attractions:

Le Bec-Fin
Dining experiences worthy of Louis XVI consist of six-courses, prix fixe menu with a savory stream of dishes including a triple-tiered dessert cart containing over 40 freshly made selections. Since 1970 Le Bec-Fin has been acquiring regional and national accolades for their innovative cuisine and original French cuisine. The restaurant is consistently rated of five star quality by the Zagat Survey and named "The Best French Restaurant in America" by Esquire Magazine. Chef George Perrier's specialties—such as Cailles Farcies au Foie Gras et Ris de Veau, Le Bec-Fin and Eventail d'agneau et son chutney au curry de Madras—fill the menu.

Old Bookbinder's Original
For over 130 years Bookbinders has been regarded as one of Philadelphia's top seafood and steak houses. It is so well known locals can even purchase their clam chowder and snapper soup in area supermarkets. Visiting celebrities have been known to enjoy a surf and turf here. Fresh Maine Lobster, fish, and shelled critters are imported daily for pleased patrons. Don't forget about the steaks—the filet mignon might as well be butter. Special entrees for kids are also prepared upon request. Bookbinder's is located in Old City near nightclubs, historical sites, and theater destinations. Valet parking free at lunch.

Monte Carlo Living Room
Monte Carlo Living Room is considered one of the South Street area's finest and most beautiful Italian restaurants. The menu includes homemade pasta, pastry, and gelati. Imported and domestic fresh fish, veal and beef specialties are served daily. Upstairs houses a highbrow discotheque/cocktail lounge featuring nightly entertainment. Favored by an older crowd, strict dress codes are enforced, including jackets and ties for men. Lounge admission: USD10.


Make your reservations for discount hotel rooms in the Philadelphia area, including:

Loews Philadelphia
Originally the headquarters of the Pennsylvania Savings Fund Society (PSFS), this hotel boasts ten-foot ceilings in every room, black granite inside and out, huge windows, fully wired rooms for business travelers and packages for romantic weekend getaways. A huge red neon sign atop that says PSFS, marks the skyline as a historically significant landmark and the best of early 20th century design and architecture. Since it's located across the street from the Pennsylvania Convention Center and the Market East train station, advance reservations are recommended.

City Garden B&B (A)
This 150-year-old Greek Revival Building provides a peaceful getaway in the heart of the city. It is located on a quiet street, but is only a 10 minute walk to the Convention Center, Independence Hall, the Liberty Bell or the Business District. The accommodations are not suitable for children, but are great for a romantic escape or for business travel. Each room has a private entrance and its own bathroom. A minimum stay of two nights is required on weekends.

Shippen Way Inn
This spot is pure charm in a recently restored circa-1750 bed and breakfast. Family owned and operated, the Shippen Way Inn's guestrooms are decorated in a colonial motif. The gardens and the reception room with fireplace are ideal places to wind down after touring the adjacent historic district and Penn's Landing. It's a block from South Street, a lively nightlife part of town. Enjoy wine and cheese in the evening and complimentary breakfast in the morning.


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Other direct flights to Philadelphia (PHL) on Southwest Airlines

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Other direct flights from Chicago (MDW) on Southwest Airlines

Flights to Baltimore (BWI)
Flights to Birmingham (BHM)
Flights to Hartford (BDL)
Flights to Houston (HOU)
Flights to Las Vegas (LAS)
Flights to Oakland (OAK)
Flights to Phoenix (PHX)
Flights to Portland (PDX)
Flights to Providence (PVD)
Flights to Tampa (TPA)