Cheap Flights from Chicago to Rutland

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Chicago to Rutland route information
Origin airport
O'Hare Intl.
Destination airport
Rutland Southern Vermont Regional
Distance
1224 km

Perfect flights from Chicago to Rutland

Your Journey from Chicago to Rutland

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Rutland caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including . Our selection of flights from O'Hare Intl. to Rutland Southern Vermont Regional caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Rutland Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Rutland Southern Vermont Regional that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares and roundtrip prices *.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Rutland with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Rutland

Picture yourself stepping off the plane in Rutland and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Rutland Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Rutland.
 

Beyond the Flight – Exploring Rutland

With Expedia, your adventure extends beyond the flight. Explore Rutland at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Rutland with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Rutland with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from ORD to Rutland Southern Vermont Regional Airport (RUT)?
The lowest price advertised for a round-trip journey between O’Hare Intl. Airport (ORD) and RUT is . But you better act fast. This price is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Rutland Southern Vermont Regional Airport?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from ORD to Rutland Southern Vermont Regional Airport (RUT) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for O’Hare Intl. Airport (ORD) to RUT flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from O'Hare Airport to Rutland Southern Vermont Regional Airport (RUT)?
The distance from O’Hare Airport (ORD) to RUT (RUT) is 1,250 kilometres. You’ll be stepping off the plane and picking up your bags from the carousel before long.
Which airlines fly direct from ORD to RUT?
Flying directly between O’Hare Intl. Airport (ORD) and Rutland Southern Vermont Regional Airport isn’t possible at the moment. However, you’ll still be able to find a flight to North Clarendon with at least one stop.
Are ORD to RUT flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally find a bargain, with some super cheap fares from O’Hare Airport to Rutland Southern Vermont Regional Airport popping up a few weeks before the date of departure. If you’d rather plan ahead, Expedia compares and updates all the best flight deals continually — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines issue prices so far in advance.
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