Chicago to Rutland Flight tickets from ₹ 14,730

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Book flight tickets from Chicago to Rutland starting at ₹ 14,730

Discover our range of affordable one-way and round-trip flights from Chicago to Rutland and kick-start your next adventure today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Chicago to Rutland

Price trend charts are a great way of tracking how much your flights cost in the lead up to departure and can help you choose when to book your tickets. See how prices to Rutland from Chicago have changed and are set to move below.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Chicago to Rutland

Which airline provides the cheapest flights from Chicago to Rutland? Discover the option that best suits your travel needs before embarking on your journey.

American Airlines

From ₹ 14,730

Delta Air Lines

From ₹ 15,881

United Airlines

From ₹ 16,444

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Rutland

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Rutland from Chicago which could help you save money and time.

Cheapest
ORD
08:10
5h 42m
1 transfer
RUT
14:52
O'Hare International Airport - Rutland–Southern Vermont Regional Airport
Tue, Nov 12American Airlines
₹ 14,730
MDW
09:31
8h 28m
2 transfer
RUT
18:59
Midway International Airport - Rutland–Southern Vermont Regional Airport
Tue, Nov 12Delta Air Lines
₹ 23,598
MDW
09:31
8h 28m
2 transfer
RUT
18:59
Midway International Airport - Rutland–Southern Vermont Regional Airport
Tue, Nov 12Delta Air Lines
₹ 23,598
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FAQ

When are flight tickets from Chicago (CHI) to Rutland (RUT) the cheapest?
Airlines adjust prices for flights from Chicago to Rutland based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Rutland (RUT) cost?
According to Trip.com's data, the lowest price is around ₹ 33,946.
What is the transportation method from the main airport to downtown in Rutland?
- The distance from Rutland–Southern Vermont Regional Airport to downtown is about 9 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Chicago to Rutland

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to Rutland

Cheapest nonstop flight price	₹ 14,729
Off-season for travel	November
Peak season for travel	August
Flight distance	1,212.77 km
Popular airline	American Airlines