How does KAYAK find such low prices on flights from Illinois to Rutland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Rutland. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Rutland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Illinois to Rutland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back to Illinois with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Rutland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$187 CHEAP FLIGHTS from Illinois to Rutland

RUT

KAYAK searches hundreds of travel sites at once for deals on flights to Rutland

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41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$299

JetBlue

Thu 2/26Sun 3/1

ORD - RUT • 1 stop

Cheapest one-way

$187

JetBlue

Sat 10/18

ORD - RUT • 1 stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Rutland!

Flight Deals

Cheap Flights from Illinois to Rutland

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Rutland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Illinois to Rutland

Thu, Feb 26 - Sun, Mar 1

12:10 pm - 6:53 pmORD-RUT

5h 43m1 stop

7:20 am - 11:24 amRUT-ORD

5h 04m1 stop

$299JetBlue

Find Deal

Thu, Feb 26 - Sun, Mar 1

12:10 pm - 6:53 pmORD-RUT

5h 43m1 stop

7:20 am - 11:24 amRUT-ORD

5h 04m1 stop

$329JetBlue

Find Deal

Fri, Feb 27 - Sun, Mar 1

12:10 pm - 6:53 pmORD-RUT

5h 43m1 stop

11:22 am - 5:31 pmRUT-ORD

7h 09m1 stop

$339JetBlue

Find Deal

Wed, Mar 25 - Thu, Mar 26

12:10 pm - 6:53 pmORD-RUT

5h 43m1 stop

11:22 am - 5:31 pmRUT-ORD

7h 09m1 stop

$354JetBlue

Find Deal

Tue, Nov 18 - Sat, Nov 22

11:20 am - 6:53 pmORD-RUT

6h 33m1 stop

11:22 am - 7:50 pmRUT-ORD

9h 28m1 stop

$364JetBlue

Find Deal

Tue, Nov 18 - Sun, Nov 23

11:20 am - 6:53 pmORD-RUT

6h 33m1 stop

11:22 am - 7:27 pmRUT-ORD

9h 05m1 stop

$369JetBlue

Find Deal

Sat, Nov 8 - Sat, Nov 15

10:00 am - 6:53 pmORD-RUT

7h 53m1 stop

7:20 am - 8:52 pmRUT-ORD

14h 32m2 stops

$374JetBlue

Find Deal

Tue, Nov 18 - Fri, Nov 21

11:20 am - 6:53 pmORD-RUT

6h 33m1 stop

11:22 am - 7:39 pmRUT-ORD

9h 17m1 stop

$389JetBlue

Find Deal

Sat, Nov 8 - Sat, Nov 15

1:00 pm - 6:53 pmORD-RUT

4h 53m1 stop

11:22 am - 8:23 pmRUT-ORD

10h 01m1 stop

$390Multiple Airlines

Find Deal

Fri, Feb 27 - Sun, Mar 1

6:16 pm - 6:53 pmORD-RUT

23h 37m2 stops

11:22 am - 8:05 amRUT-ORD

21h 43m1 stop

$404Multiple Airlines

Find Deal

Useful Info

Low season	August
High season	June
Cheapest flight	$187

Best time to beat the crowds with an average 42% drop in price.

Most popular time to fly with an average 10% increase in price.

Flight from Chicago to Rutland

How does KAYAK find such low prices on flights from Illinois to Rutland?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Rutland.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Rutland?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Rutland?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Rutland?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Ludlow

Stratton

Ticonderoga

Chester

Sunderland

Grafton

Plymouth

Everything you need to know for your flight to Rutland

Airports

Cabin class

Complete your trip

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Rutland

Rutland (RUT)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

RUT

$299 Find Cheap Flights from Illinois to Rutland

KAYAK searches hundreds of travel sites at once for deals on flights to Rutland

Everything you should know

Cheap Flights from Illinois to Rutland

Recent round-trip flight deals from Illinois to Rutland

Recent one-way flight deals from Illinois to Rutland

Good to know

FAQs for booking flights from Illinois to Rutland

How does KAYAK find such low prices on flights from Illinois to Rutland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Rutland.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Rutland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Rutland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Rutland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Rutland?

Everything you need to know for your flight to Rutland

Information on the airport you'll fly into in Rutland

Cabin class types available on flights to Illinois

Complete your trip to Rutland with a hotel stay or car rental

Flights to other popular destinations

Flights from domestic origins to Rutland

Choose which airport to fly into in Rutland

Find deals for your return flight