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$379+ Cheap flights from Rutland (RUT) to Illinois

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — ORD
Dec 1 — Dec 81
Mon 12/1
Mon 12/8
1 adult, Economy
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Find flight deals from Rutland to Illinois

Cheapest flights from Rutland to Illinois
Explore the most affordable flight options available from Rutland to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 1, 2025.

This JetBlue deal was found by Cheapflights users on 10/30. 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.
Fri 11/1411:22 amRUT - ORD
1 stop7h 33mJetBlue
Tue 11/1811:20 amORD - RUT
1 stop6h 33mJetBlue
Deal found 10/30$429

Cheap flight deals from Rutland to Illinois

Keep the following information in mind while searching for Rutland to Illinois flight deals. Data was last updated November 1, 2025.

Round-trip from

$379
(JetBlue)
From Rutland to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rutland to Illinois 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 November 1, 2025.
Use the filters below to find and compare flights from Rutland to Illinois that are best for you.

Fly from

Rutland

Fly to

Illinois

Route

Depart

Return

Price

RutlandChicago

RUT - ORD

RUTORD

Rutland

Sun 4/19

11:22 am-5:31 pm

1 stop7h 09m

Chicago O'Hare Intl

Wed 4/22

11:30 am-6:53 pm

1 stop6h 23m

$379

RutlandChicago

RUT - ORD

RUTORD

Rutland

Wed 4/1

11:22 am-5:31 pm

1 stop7h 09m

Chicago O'Hare Intl

Sun 4/5

11:30 am-6:53 pm

1 stop6h 23m

$379

RutlandChicago

RUT - ORD

RUTORD

Rutland

Fri 11/14

11:22 am-5:55 pm

1 stop7h 33m

Chicago O'Hare Intl

Tue 11/18

11:20 am-6:53 pm

1 stop6h 33m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Best time to book a flight from Rutland to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Rutland 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 Rutland to Illinois

What is the cheapest month to book a flight from Rutland to Illinois?

Currently, May is the cheapest month in which you can book a flight from Rutland to Illinois (average of $152). Flying from Rutland to Illinois in April is currently the most expensive (average of $261). 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 Rutland to Illinois. 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 from for flights from Rutland to Illinois?

    Located just 5.9 mi from the city center, Rutland (RUT) is the airport most travelers will use when flying to Illinois from Rutland.

  • How long is the flight from Rutland to Illinois?

    Departing from Rutland to Illinois will take you 7h 09m. The distance from Rutland to Illinois is about 765 mi.

  • Can I find deals for flights from Rutland to Illinois that include hotel bookings?

    Yes. In addition to deals on Rutland to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rutland to Illinois?

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

  • Can I find deals for business class flights from Rutland to Illinois?

    Yes. Cheapflights offers flight deals from Rutland to Illinois 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 Rutland to Illinois?

    Currently, May is the cheapest month in which you can book a flight from Rutland to Illinois (average of $152). Flying from Rutland to Illinois in April is currently the most expensive (average of $261). 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

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