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  Home / Flights on Southwest Airlines / Flights to San Diego (SAN) from Chicago (MDW) on Southwest Airlines

Flights to San Diego (SAN) from Chicago (MDW) on Southwest Airlines

Orbitz is pleased to offer airline tickets on Southwest Airlines, which operates 2 regularly scheduled daily non-stop flights from Chicago (MDW) to San Diego (SAN), departing between 7:00am and 9:05am, and 4 additional non-stop flights, departing between 12:10pm and 7:30pm on select days of the week. Usually a Boeing 737-700 is flown for this route. The average travel time from Chicago, IL to San Diego, CA is 4 hours and 24 minutes.


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

Camelot Inn (The)
A traditional, half-timbered Tudor-style building houses this long-established eatery, drawing expatriate Englishmen and Anglophiles of all descriptions for the food, music and fun. The restaurant is divided into a regular dining area on the right side and the pub hall on the left. Lunch specials include the typical Ploughman's Lunch consisting of cheese, bread, Branston pickles and a hard-boiled agg. Dinner items include Prime Rib, Baked Cod and the popular McCamelot Steak, a New York strip steak anointed with a peppercorn, brandy and cream sauce.

Tio Leo's
This family-run favorite has been providing fresh Mexican food since 1976. The food is well-prepared and tasty, though fans of authentic Mexican food may find it a little mild. The Chile Rellenos are made with fresh peppers that the chefs roast onsite, and the difference is amazing. Combination plates are massive and will conquer anyone's appetite. For dessert, try a Chocolate Taco. This venue is extremely popular with the locals so expect a wait on weekend nights.

Andiamo Ristorante
Located in suburban Tierrasanta, this charming restaurant is an often overlooked gem that locals cherish. The informal venue offers delicious Italian meals at surprisingly low prices. Most frequent diners prefer to relax on the patio while feasting on salads, pastas or wood-fired pizzas. Veal, served with proscuitto, is a popular entree as well. Do not forget dessert! Creme Brulee is an excellent choice. The bar serves beer and wine only.


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

Western Inn--Old Town
AAA approved, this small and efficient hotel is situated across the highway from Old Town State Historic Park. Just steps away, you will find the fun-filled fiesta of the oldest part of San Diego, and will delight in the colorful sights and sounds of the Old California-Mexican bazaar. International shops and dining are an easy walk away. All units here offer refrigerators and microwave ovens, and some have full kitchens. Weekly rates are available only in winter.

U. S. Grant Hotel
Built in 1910 by the grandson of Ulysses S. Grant, this hotel has been visited by such historic figures as Charles Lindbergh and FDR. Steeped in the ambiance of years gone by, the crystal chandeliers and polished marble pillars gleaming in the lobby are worth a look whether or not you stay here. Queen Anne mahogany furniture graces the over-sized, formally decorated rooms. Comforts such as plush terry robes and in-room movies provide touches of home. Suites offer even more luxuries like cozy fireplaces and private whirlpool tubs.

Coronado Village Inn
Located just off of Orange Avenue, Coronado's main shopping and restaurant street, this 1930s Riviera-style inn is a three-story oasis located on a quiet, palm-shaded street at the beginning of a wander-friendly residential area. The famous, broad white-sand beach is just a block away. Each room is artfully decorated with a different style and includes its own bathroom. Romantically minded? Ask for a room with a beautiful canopy bed. The low rates tend to keep this hotel booked well in advance, especially for weekends and summer.


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Other direct flights to San Diego (SAN) on Southwest Airlines

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Other direct flights from Chicago (MDW) on Southwest Airlines

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