HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Rutland

$249+ Cheap flights from O'Hare Intl (ORD) to Rutland (RUT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RUT
mars 15 — mars 221
dim. 3/15
dim. 3/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Rutland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from O'Hare Intl to Rutland

Cheapest flights from O'Hare Intl to Rutland
Explore the most affordable flight options available from O'Hare Intl to Rutland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 13, 2026.

This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/610:48 am
ORD
-
RUT
1 stop7h 17m
JetBlue
lun. 8/1012:20 pm
RUT
-
ORD
1 stop8h 05m
JetBlue
Deal found 2/11$404
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/269:18 am
ORD
-
RUT
2 stops24h 00m
Multiple Airlines
lun. 3/23:31 pm
RUT
-
ORD
3 stops21h 16m
Multiple Airlines
Deal found 2/10$411
This Mytrip deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/28:16 pm
ORD
-
RUT
3 stops21h 15m
Multiple Airlines
jeu. 3/511:19 am
RUT
-
ORD
2 stops23h 20m
Multiple Airlines
Deal found 2/12$412
This Expedia deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/210:00 am
ORD
-
RUT
1 stop7h 31m
JetBlue
jeu. 3/511:19 am
RUT
-
ORD
2 stops12h 40m
JetBlue
Deal found 2/12$413
This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/510:48 am
ORD
-
RUT
1 stop7h 17m
JetBlue
lun. 8/1012:20 pm
RUT
-
ORD
1 stop8h 05m
JetBlue
Deal found 2/11$414
This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/710:48 am
ORD
-
RUT
1 stop7h 17m
JetBlue
lun. 8/1012:20 pm
RUT
-
ORD
1 stop8h 05m
JetBlue
Deal found 2/11$429
This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 8/610:48 am
ORD
-
RUT
1 stop7h 17m
JetBlue
dim. 8/912:20 pm
RUT
-
ORD
1 stop8h 05m
JetBlue
Deal found 2/11$483
This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/510:48 am
ORD
-
RUT
1 stop7h 17m
JetBlue
dim. 8/912:20 pm
RUT
-
ORD
1 stop8h 05m
JetBlue
Deal found 2/11$493

Find flight deals from O'Hare Intl to Rutland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Rutland (RUT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated février 13, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$404
(JetBlue)

One-way from

$249
(Kiwi.com)
Provider with most accurate pricing for Chicago O'Hare Intl-Rutland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Rutland flights.
Search Deals
From Chicago O'Hare Intl to Rutland
Search Deals
One-way flight from Chicago O'Hare Intl to Rutland
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Rutland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated février 13, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Rutland that are best for you.

Fly from

O'Hare Intl

Fly to

Rutland

Route

Depart

Return

Price

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

jeu. 2/26

9:18 am-10:18 am

2 stops24h 00m

Rutland

lun. 3/2

3:31 pm-11:47 am

3 stops21h 16m

$411

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

lun. 3/2

8:16 pm-6:31 pm

3 stops21h 15m

Rutland

jeu. 3/5

11:19 am-9:39 am

2 stops23h 20m

$412

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

lun. 3/2

10:00 am-6:31 pm

1 stop7h 31m

Rutland

jeu. 3/5

11:19 am-10:59 pm

2 stops12h 40m

$413

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

dim. 3/8

10:00 am-6:31 pm

1 stop7h 31m

Rutland

lun. 3/9

11:19 am-11:00 pm

2 stops12h 41m

$513

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

ven. 4/10

10:00 am-6:31 pm

1 stop7h 31m

Rutland

lun. 4/13

11:19 am-9:33 pm

2 stops11h 14m

$543

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

ven. 3/13

4:44 pm-3:07 pm

2 stops21h 23m

$249

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

ven. 3/27

6:45 am-6:31 pm

2 stops10h 46m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Rutland flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago O'Hare Intl Airport-Rutland flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Rutland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Rutland flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Rutland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Rutland

Have a flexible travel schedule? Discover the best time to fly to Rutland from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Rutland

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Rutland?

Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Rutland (average of $151). Flying from Chicago O'Hare Intl Airport to Rutland in July is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Rutland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Rutland from Chicago O'Hare Intl?

    Located just 5.9 mi from the city center, Rutland is the airport most travelers will use when flying to Rutland from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to Rutland (RUT) should be relatively easy as there are 0 daily inbound flights from Chicago O'Hare Intl from 0 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to Rutland?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Rutland in 7h 31m. Fly via JetBlue to get the fastest option. Airlines will cover a distance of 765 mi.

  • Can I find deals for flights from O'Hare Intl to Rutland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Rutland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Rutland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Rutland.

  • Can I find deals for business class flights from O'Hare Intl to Rutland?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Rutland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Rutland?

    Currently, December is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Rutland (average of $151). Flying from Chicago O'Hare Intl Airport to Rutland in July is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Rutland?

Book flights to Rutland if you plan to visit one of these locations
Lake George
Killington

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights