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Chicago to Valparaiso Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Valparaiso

Departure Arrival Travel dates Round-trip
CHI VPS Tue, Apr 14 - Tue, Apr 21 $287
CHI VPS Thu, Dec 18 - Wed, Dec 31 $287
CHI VPS Sun, Apr 12 - Wed, Apr 22 $290
CHI VPS Thu, Dec 25 - Tue, Dec 30 $304

Chicago and Valparaiso airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Airports in Valparaiso FL, US
map of airports in Valparaiso
  • 1

    Northwest Florida Beaches International (ECP)

    Distance from City Center: 43.1 miles

  • 2

    Destin Airport (DSI)

    Distance from City Center: 6.8 miles

  • 3

    Fort Walton Beach (VPS)

    Distance from City Center: 1.1 miles

  • 4

    Regional (PNS)

    Distance from City Center: 40.9 miles

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Cheap flights from Chicago to Valparaiso

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$287
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Valparaiso Airport Hotels

Hotel only $154

Sterling Resorts- Sterling Shores

4 stars
4.5 / 5 6 reviews

1751 Scenic Highway 98 Map

4th Night Free

Sterling Shores is a property with a beach view offering 1, 2 and 3 bedroom condos. Amenities include- 2 large pools, beachside snack bar and grill, wireless Internet, movie theatre with free... More

Hotel only $91

Summer Place Inn

3 stars
3.2 / 5 17 reviews

14047 Emerald Coast Pkwy Map

Amenities include indoor and outdoor pools exercise room business center complimentary deluxe continental breakfast and complimentary highspeed wireless Internet.SummerPlace Inn is an upscale... More

Hotel only $119

Hampton Inn & Suites Destin

2 stars
3.9 / 5 36 reviews

1625 Hwy 98 East Map

Free On The HouseT hot breakfast, Wi-Fi

...Transportation Destin/Fort Walton Beach Airport (1 mi/1.6 km).... More

Hotel only $64

Comfort Suites At Eglin Air Force Base

2 stars
4.6 / 5 5 reviews

148 John Sims Parkway West Map

Comfort Suites near Eglin AFB, NW Florida Regional Airport, factory outlet shopping and the sugar-white beaches of the Emerald Coast.... More

Hotel only $80

Holiday Inn Express & Suites DESTIN E - COMMONS MALL AREA

3 stars
3.7 / 5 46 reviews

108 HUTCHINSON ST Map

...Transportation Destin/Fort Walton Beach Airport (3 mi/4.8 km).... More

Hotel only $64

Holiday Inn Express NICEVILLE-EGLIN AFB

3 stars
4.0 / 5 24 reviews

106 Bayshore Drive Map

...Our centrally located hotel is minutes from Eglin AFB, Army 7th Special Forces Base, Northwest Florida Regional Airport (VPS), Destin Commons Shopping, great golfing and the "World's Whitest... More

December

Cheapest weekend flights in December from Chicago to Valparaiso

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 5 Chicago (ORD) Valparaiso (VPS) American Airlines $605
Earn $6.05
Return Sun, Dec 7 Valparaiso (VPS) Chicago (ORD) American Airlines

Lowest roundtrip airfare in December from Chicago to Valparaiso

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 18 Chicago (ORD) Valparaiso (VPS) US Airways $287
Earn $2.87
Return Wed, Dec 31 Valparaiso (VPS) Chicago (ORD) US Airways
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January

Lowest roundtrip airfare in January from Chicago to Valparaiso

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 7 Chicago (ORD) Valparaiso (VPS) Delta Air Lines $280
Earn $2.80
Return Fri, Jan 16 Valparaiso (VPS) Chicago (ORD) Delta Air Lines
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Flying from Chicago to Valparaiso

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Travel to Valparaiso

Valparaiso is the second largest city in Chile, located on the country's Pacific coast. Despite its population of 300,000, there is no airport offering commercial airline services for the city. Due to this, visitors looking for flights to Valparaiso generally fly into Santiago Arturo Merino Benitez International Airport instead. Located just north-west of downtown Santiago, the airport is about 54 miles from downtown Valparaiso. There are 30 airlines serving the airport, including Aeromexico, American Airlines and Delta, all of which are available for booking through Orbitz.com.

Transportation for Santiago Arturo Merino Benitez International Airport

Travel from the airport to Valparaiso is most convenient by bus, taking an average of 90 minutes to make the trip to town. Multiple buses are needed for the journey. The first bus, boarded outside the airport's terminal, will take you from the airport to the North side of Pajaritos, just on the outskirts of Santiago. Once in Pajaritos, you'll need to catch the bus that will go directly to Valparaiso, at a cost of about $7. After your arrival in Valparaiso, you can taxi from the bus station to your hotel. Taxi fares are fixed according to city zone and are unmetered.

Weather in Valparaiso

Valparaiso features a mild Mediterranean climate, with dry summers and heavy rainfall during the winter months. The average yearly temperature is about 66 degrees Fahrenheit with the warmer months being between November and March. During the warmer months, the average high is in the low 70s, at times dipping into the mid-50s. Highs the rest of the year are in the low to mid 60s with lows dropping to the low 50s and high 40s. Dress should be moderate with a light jacket for cooler evenings.

Attractions in Valparaiso

The last week of the year features the biggest tourist event in the city, an annual carnival that celebrates a different country each year. During the carnival, performers from the celebrated country are invited to the city to represent the culture and art of their nation. The carnival heavily features performance art, with free exhibitions of dance, theater and music. Throughout the rest of the year, the city enjoys an active nightlife, with clubs and bars sprinkled around the region and plenty of local galleries and restaurants to enjoy during the daytime. The lack of direct flights to Valparaiso may make attending the carnival difficult, but the wide variety of free entertainment makes the carnival period a real bargain for the area. Tickets to Santiago International can be booked through Orbitz.com.