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ORD - RUT

Find cheap flights from Chicago to Rutland

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rutland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Rutland, as well as popular online travel agencies
In the last 7 days travelers have searched 46,479,581 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago to Rutland (ORD-RUT)

 
These are the cheapest deals for flights from Chicago to Rutland currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Rutland

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Rutland.

Recent one-way flight deals from Chicago to Rutland

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Rutland found on KAYAK recently.

Recent last minute flight deals from Chicago to Rutland

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Rutland.

Recent direct flight deals from Chicago to Rutland

The latest deals for direct flights from Chicago to Rutland so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Rutland

Find recent round-trip train or bus tickets from Chicago to Rutland.

All round-trip flight deals to Rutland

The cheapest plane tickets to Rutland found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
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ORD-RUT
765 mimulti-stop
RUT-ORD
765 mimulti-stop
Multiple Airlines
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ORD-RUT
765 mimulti-stop
Multiple Airlines
Find Deal

When to book flights from Chicago to Rutland

Are your dates flexible? Find out the best times to travel from Chicago to Rutland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Rutland flights

  • Do I need a passport to fly between Chicago and Rutland?

    A passport is not required to fly from Chicago to Rutland.

  • Which aircraft models fly most regularly from Chicago to Rutland?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago 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 Chicago to Rutland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from Chicago 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 Chicago 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 Chicago with another airline. Booking your flights between Chicago and RUT can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago 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 Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Chicago to Rutland

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