Flights from Chicago to Rutland

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

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 International 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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Featured Rutland Airport Hotels

From $54

Rodeway Inn Rutland

1 star
2.0 / 5 27 reviews

138 North Main Street Map

Central Vermont location, walking distance to restaurants, shopping, downtown Rutland, and within minutes of Vermont's major ski area Killington, Pico and Okemo. Pet Accommodations: 10.00/per night... More

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 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

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, travelers can quickly and easily find low-fare flights from Chicago.

Rutland Airport Information

Stick to your budget and let 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

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 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 trip planner will find many other attractions for you to visit as you search for flights to Rutland.

Flight schedule for flights from Chicago to Rutland on Tue, Aug 4, 2015

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines/Cape Air AA1435/9K63 ORD 10:05 AM RUT 3:37 PM 738/CNA 4hr 32min
American Airlines/Cape Air AA1299/9K63 ORD 8:40 AM RUT 3:37 PM 738/CNA 5hr 57min
jetBlue/Cape Air B61012/9K63 ORD 10:25 AM RUT 3:37 PM 320/CNA 4hr 12min
United Airlines/Cape Air UA4995/9K63 ORD 8:10 AM RUT 3:37 PM E7W/CNA 6hr 27min
United Airlines/Cape Air UA1253/9K63 ORD 9:40 AM RUT 3:37 PM 738/CNA 4hr 57min
US Airways/Cape Air US1435/9K63 ORD 10:05 AM RUT 3:37 PM 738/CNA 4hr 32min
US Airways/Cape Air US1299/9K63 ORD 8:40 AM RUT 3:37 PM 738/CNA 5hr 57min
American Airlines/Cape Air AA2503/9K71 ORD 1:28 PM RUT 7:15 PM 738/CNA 4hr 47min
American Airlines/Cape Air AA186/9K71 ORD 11:58 AM RUT 7:15 PM 738/CNA 6hr 17min
US Airways/Cape Air US2503/9K71 ORD 1:28 PM RUT 7:15 PM 738/CNA 4hr 47min
US Airways/Cape Air US186/9K71 ORD 11:58 AM RUT 7:15 PM 738/CNA 6hr 17min