RUT - ORD
$303 Find Cheap Flights from Rutland to Chicago - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rutland to Chicago departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Everything you should know
Cheapest round-trip
$598
Typical prices: $488-$488
Multiple Airlines
Sat 10/20Wed 10/24
RUT - ORD • 1 stop
Flight Deals
Cheap Flights from Rutland to Chicago (RUT-ORD)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rutland to Chicago 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.
Recent round-trip flight deals from Rutland to Chicago
Tue, Oct 20 - Sat, Oct 24
11:37 am - 7:14 pmRUT Rutland-ORD Chicago O'Hare Intl
8h 37m1 stop Boston Logan Intl
9:38 am - 7:00 pmORD Chicago O'Hare Intl-RUT Rutland
8h 22m1 stop Boston Logan Intl
$598Multiple Airlines
Mon, Oct 19 - Fri, Oct 23
7:15 am - 11:32 amRUT Rutland-ORD Chicago O'Hare Intl
29h 17m3 stops Boston Logan Intl Orlando Atlanta Hartsfield-Jackson
7:44 pm - 2:51 pmORD Chicago O'Hare Intl-RUT Rutland
18h 07m2 stops Atlanta Hartsfield-Jackson Boston Logan Intl
$788Multiple Airlines
Tue, Oct 20 - Sat, Oct 24
7:15 am - 3:30 pmRUT Rutland-ORD Chicago O'Hare Intl
33h 15m3 stops Boston Logan Intl Atlanta Hartsfield-Jackson Fort Lauderdale
6:30 am - 2:51 pmORD Chicago O'Hare Intl-RUT Rutland
31h 21m3 stops Denver Intl Orlando Boston Logan Intl
$808Multiple Airlines
Tue, Oct 20 - Sat, Oct 24
7:15 am - 6:31 pmRUT Rutland-ORD Chicago O'Hare Intl
12h 16m2 stops Boston Logan Intl Atlanta Hartsfield-Jackson
12:37 pm - 7:00 pmORD Chicago O'Hare Intl-RUT Rutland
29h 23m3 stops Dallas/Fort Worth Orlando Boston Logan Intl
$816Multiple Airlines
Mon, Oct 19 - Fri, Oct 23
7:15 am - 7:02 pmRUT Rutland-ORD Chicago O'Hare Intl
12h 47m2 stops Boston Logan Intl Orlando
7:44 pm - 2:51 pmORD Chicago O'Hare Intl-RUT Rutland
18h 07m2 stops Atlanta Hartsfield-Jackson Boston Logan Intl
$821Multiple Airlines
Tue, Oct 20 - Sat, Oct 24
7:15 am - 6:31 pmRUT Rutland-ORD Chicago O'Hare Intl
12h 16m2 stops Boston Logan Intl Atlanta Hartsfield-Jackson
7:44 pm - 2:51 pmORD Chicago O'Hare Intl-RUT Rutland
18h 07m2 stops Atlanta Hartsfield-Jackson Boston Logan Intl
$834Multiple Airlines
Mon, Oct 19 - Fri, Oct 23
7:15 am - 6:31 pmRUT Rutland-ORD Chicago O'Hare Intl
36h 16m3 stops Boston Logan Intl Orlando Atlanta Hartsfield-Jackson
12:26 pm - 2:51 pmORD Chicago O'Hare Intl-RUT Rutland
25h 25m3 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson Boston Logan Intl
$850Multiple Airlines
Recent one-way flight deals from Rutland to Chicago
Sun, Oct 25
7:15 am - 9:34 amRUT Rutland-ORD Chicago O'Hare Intl
27h 19m1 stop Boston Logan Intl
$303Multiple Airlines
Sun, Oct 25
3:46 pm - 9:45 amRUT Rutland-ORD Chicago O'Hare Intl
18h 59m2 stops Boston Logan Intl Washington, D.C. Dulles Intl
$368Multiple Airlines
Sun, Oct 25
3:46 pm - 2:54 pmRUT Rutland-ORD Chicago O'Hare Intl
24h 08m3 stops Boston Logan Intl Newark Cleveland Hopkins Intl
$373Multiple Airlines
Booking Insights
Price, demand and travel trends for Rutland to Chicago O'Hare Intl Airport flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
What is the cheapest layover airport when flying from Rutland to Chicago O'Hare Intl Airport?
Flights via Boston Logan Intl (BOS) offer the most affordable fares, with an average round-trip price of $488. Based on KAYAK data over the past 3 months.
When flying from Rutland to Chicago O'Hare Intl Airport which airport offers the shortest layover?
Boston Logan Intl (BOS) had the shortest average connection time for Rutland to Chicago O'Hare Intl Airport layovers at 5h 54m over the past 3 months.
Key details for Rutland to Chicago O'Hare Intl Airport flights
Cheapest flight | $303 |
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When to book flights from Rutland to Chicago
Are your dates flexible? Find out the best times to travel from Rutland to Chicago 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.
Your Rutland to Chicago O'Hare Intl Airport flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
More options for your flight from Rutland to Chicago
Complete your trip to Chicago with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Chicago
Cabin classes available on flights from Rutland to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Rutland and Chicago
Flights from domestic origins to Chicago
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.