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  Home / Flights on Southwest Airlines / Flights to Portland (PDX) from Chicago (MDW) on Southwest Airlines

Flights to Portland (PDX) from Chicago (MDW) on Southwest Airlines

Orbitz is pleased to offer airline tickets on Southwest Airlines, which operates a daily non-stop flight from Chicago (MDW) to Portland (PDX) regularly scheduled to depart at 7:05pm and arrive at 9:25pm. Usually a Boeing 737-700 is flown for this route. The average travel time from Chicago, IL to Portland, OR is 4 hours and 20 minutes.


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

Mandarin Cove
With its combination of atmosphere, food and downtown location, this has consistently been rated one of the city's finest Chinese restaurants. The decor features Chinese good luck colors of red and pink. Tuxedoed servers provide friendly, professional service and make recommendations from the extensive menu. You will find everything from kung-pao chicken to specialties like Mandarin Shrimp, along with a full bar. Lunch specials are available Monday-Friday. From 4:30pm-6:30pm Monday through Friday, enjoy $2 Happy Hour prices and unlimited appetizers.

Thai Spices
Enjoy Thai cuisine at its finest with a unique dining experience at this popular, lakeside setting restaurant. Try Thai egg rolls or shrimp wontons for starters. For a spicy meal, request the Fish in Spicy Sauce, and if sweeter curry seasoning is more to your liking, order the Shrimp Curry with Fresh Pineapple or one of many other delectable entrees. Vegetarians will also find an array of choices. Enjoy a bottle of your favorite wine and relax in the comfortable, elegant surroundings. Stop in for fabulous lunch specials.

Grand Central Bakery & Cafe
It serves up a great loaf of bread, but the gourmet deli food is the real draw here. You will not find a variety of cold cuts, but you will find lots of salads, veggies and dips to complement the fresh bread. You can even order beer and wine. Save room for dessert—the trendy eatery also bakes up wonderful sweet treats. The bakery has a deli-style dining area with a self-service watering jug. Large glass windows provide a good view of the adjacent Irvington Market.


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

O'dysius Hotel
Concierge and turndown services will leave you feeling like royalty at this newer beach hotel. Relax on down comforters and feather pillows. The rooms are spacious with outstanding coastal views and include fireplaces and kitchens. Mingle at the exciting evening social and enjoy complimentary wine. Take a short drive to the Lincoln City factory stores or try your luck at the nearby Chinook Winds Casino. This is the perfect spot for a romantic interlude.

Vineyard Suites
Located within ten minutes of local wineries, this hotel is McMinnville's newest. Other nearby attractions include Tanger Outlet Center and the Captain Michael King Smith Evergreen Aviation Educational Institute. But we expect you will find the amenities here so fulfilling that you will not want to leave the grounds. If you have a small group, try the Family Suite including one king bed, one queen sofa bed and a separate room with another queen bed. The family suite also has two televisions. Group discounts are honored. Please visit the fantastic Web site to see photos of the rooms, the grounds, the pool and the surrounding vineyards. This is a deluxe hotel with all the services you would expect.

RiverPlace Hotel
The river views from this luxurious downtown hotel are unrivaled; not surprisingly, since it is Portland's only hotel on the Willamette River. The European feel is made first class with big bathrooms, fresh flowers and a friendly staff. All of the amenities are here. There are also 10 condominiums available for those who need even more space. This is one of the more pricey places in town, but you will not be disappointed.


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Other direct flights to Portland (PDX) on Southwest Airlines

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Flights from Phoenix (PHX)
Flights from Reno (RNO)
Flights from Sacramento (SMF)
Flights from Salt Lake City (SLC)
Flights from San Jose (SJC)
Flights from Spokane (GEG)

 

Other direct flights from Chicago (MDW) on Southwest Airlines

Flights to Baltimore (BWI)
Flights to Birmingham (BHM)
Flights to Columbus (CMH)
Flights to Detroit (DTW)
Flights to Indianapolis (IND)
Flights to Las Vegas (LAS)
Flights to Los Angeles (LAX)
Flights to Phoenix (PHX)
Flights to Providence (PVD)
Flights to San Diego (SAN)