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Chicago to Rutland 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

Chicago and Rutland 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 Rutland VT, US
map of airports in Rutland
  • 1

    Rutland Airport (RUT)

    Distance from City Center: 5.7 miles

  • 2

    Regional (LEB)

    Distance from City Center: 33.3 miles

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Cheap flights from Chicago to Rutland

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Flights to Rutland

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.

Rutland Airport Information

Stick to your budget and let Orbitz.com help you find discount flights to Rutland. It compares airline rates, so you can select the best one for your needs and budget. The Rutland Southern Vermont Regional Airport provides Rutland with domestic and international flight options; it is located about five miles from downtown, on Airport Road. The airlines serving the airport include JetBlue and Cape Air, and their low rates can be found on Orbitz.com.

Rutland Ground Transportation

Visitors wanting the freedom of a rental car can choose from three companies: Hertz, Rent Majestic, and Green Mountain Car Rental. Check with Orbitz.com for prearrangement and discounts on car rentals. Several taxi companies operate in Rutland, and they will transport you from the airport to your hotel at a metered rate.

Rutland Weather Information

The weather in Rutland ranges from cold to warm. The warmest month is July, with an average high temperature of 80 degrees Fahrenheit and a low temperature in the mid-50s. Winter temperatures hover around the freezing mark during the day and plummet into the single digits and teens at night. Precipitation is fairly consistent throughout the year, with monthly averages between two and five inches. July is the wettest month, with just under five inches of rain normally.

Rutland Attraction Information

Some of the attractions available in Rutland include Chaffee Center for the Visual Arts, New England Maple Museum, Norman Rockwell Museum of Vermont, and Wilson Castle. With these attractions and Rutland's beautiful landscape, visitors will enjoy every day of their trip. The Orbitz.com trip planner will find many other attractions for you to visit as you search for flights to Rutland.