Find cheap flights from Rutland to Chicago from $229

In the last 3 days, the lowest price for a flight from Rutland to Chicago O'Hare Intl Airport was $229 for a one-way ticket and $630 for a round-trip.

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

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

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 Rutland to Chicago.

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

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 Chicago with an airline and back to Rutland with another airline. Booking your flights between Rutland and ORD can sometimes prove cheaper using this method.

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 Chicago from Rutland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.