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  Home / Flights on Southwest Airlines / Flights to Oakland (OAK) from Chicago (MDW) on Southwest Airlines

Flights to Oakland (OAK) from Chicago (MDW) on Southwest Airlines

Orbitz is pleased to offer airline tickets on Southwest Airlines, which operates 5 regularly scheduled daily non-stop flights from Chicago (MDW) to Oakland (OAK), departing between 10:10am and 7:30pm, and 2 additional non-stop flights, departing between 8:55am and 9:05am on select days of the week. Usually a Boeing 737-700 is flown for this route. The average travel time from Chicago, IL to Oakland, CA is 4 hours and 39 minutes.


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Regularly Scheduled Flights to Chicago (MDW) from Oakland (OAK)
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During your Oakland vacation, don't miss these great establishments and attractions:

Bangkok Best
More popular as an eat-in place for lunch and a take-out place for dinner, this eatery serves up powerfully delicious food for amazingly low prices to the local office folk who frequent it. Though tiny, the space is nicely laid out with pale wood paneling and lovely pieces of artwork scattered about. Popular items include the lunch special that will get you soup, salad, entree and rice for less than $8. Choose from succulent chicken sauteed with chilies and onions, tasty grilled fish, and chili-spiked prawns. Pad Thai noodles come with a variety of toppings. The service is quick and friendly.

Pho Hoa Hung
Beyond a tank of colorful goldfish, there is not much to look at here. Generic tables and chairs and walls that have one or two posters of Vietnam on them. There is nothing to distract from the tasty food served here is prodigious proportions. Pho is the main attraction, served as a traditional Vietnamese breakfast for the ex-pat regulars who drop in on their way to work. It is also popular for lunch and dinner with the other locals, along with steamed fish spiked with garlic and lemongrass and the nice selection of vegetarian dishes. The service is quick. Cash only.

Pizzeria Uno Chicago Bar & Grill
It's deep-dish pizza here made the old-fashioned way by this nationally franchised Chicago operation. Lots of dark wood and brass rails make you feel as if you're on State Street. The pizza is, well, deep, and tasty, and has plenty of cheese. If you want more, get the Quattro Formaggi pizza. The Spinaccoli is also great for vegetarians. Five-minute personal pizzas are featured at lunch. Additional location at 2200 Lombard Street (at Steiner Street)+1 415 563 3144


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

Hotel Diva
Like most divas, this one is strikingly beautiful and its techno-chrome decor has won awards by Interiors Magazine for its style. Located just off Union Square, it resides within walking distance of the best theater, shopping and dining San Francisco has to offer. You can see which famous divas have made their mark at the hotel as the entrance sidewalk features hand-prints and signatures from celebrities like Joan Collins, Carol Channing, Mary Martin and Lily Tomlin.

Grand Hyatt
This imposing high-rise in the center of downtown offers the perfect combination of business convenience and proximity to tourist attractions. There are many first-class amenities and it is located within walking distance of Moscone Center and the Financial District. The rooms feature decor that is contemporary and stylish while the staff will go out of its way to make your stay a pleasant one. The concierge can assist with any dining or sightseeing plans.

The Westin San Francisco Airport
Now available is unlimited Internet access for just $16. These roomy accommodations are calm and comfort with all the business amenities. You'll find High Speed Internet Access in all guest and meeting rooms; and a full business center. There's also an indoor swimming pool.


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Other direct flights to Oakland (OAK) on Southwest Airlines

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Other direct flights from Chicago (MDW) on Southwest Airlines

Flights to Baltimore (BWI)
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Flights to Houston (HOU)
Flights to Las Vegas (LAS)
Flights to Los Angeles (LAX)
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Flights to Phoenix (PHX)
Flights to Salt Lake City (SLC)
Flights to Seattle (SEA)
Flights to St Louis (STL)