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$529+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — ORD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$539
(Priceline)
From Rutland to Illinois
Search Deals

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 September 17, 2025.

This JetBlue deal was found by Cheapflights users on 9/17. 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 9/2610:27 amRUT - ORD
1 stop9h 28mJetBlue
Sun 9/289:51 amORD - RUT
1 stop8h 14mJetBlue
Deal found 9/17$529
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/110:27 amRUT - ORD
1 stop9h 28mJetBlue
Sun 10/59:51 amORD - RUT
1 stop8h 14mJetBlue
Deal found 9/16$539
This JetBlue deal was found by Cheapflights users on 9/15. 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 10/1711:22 amRUT - ORD
1 stop7h 56mJetBlue
Sun 10/1910:08 amORD - RUT
1 stop7h 45mJetBlue
Deal found 9/15$649
This JetBlue deal was found by Cheapflights users on 9/16. 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.
Thu 10/910:27 amRUT - ORD
1 stop8h 51mJetBlue
Sun 10/1210:08 amORD - RUT
1 stop7h 57mJetBlue
Deal found 9/16$829

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 September 17, 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

Wed 10/1

10:27 am-6:55 pm

1 stop9h 28m

Chicago O'Hare Intl

Sun 10/5

9:51 am-7:05 pm

1 stop8h 14m

$539

RutlandChicago

RUT - ORD

RUTORD

Rutland

Fri 10/17

11:22 am-6:18 pm

1 stop7h 56m

Chicago O'Hare Intl

Sun 10/19

10:08 am-6:53 pm

1 stop7h 45m

$649

RutlandChicago

RUT - ORD

RUTORD

Rutland

Thu 10/9

10:27 am-6:18 pm

1 stop8h 51m

Chicago O'Hare Intl

Sun 10/12

10:08 am-7:05 pm

1 stop7h 57m

$829

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, August is the cheapest month in which you can book a flight from Rutland to Illinois (average of $245). Flying from Rutland to Illinois in March is currently the most expensive (average of $321). 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 9h 28m. 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, August is the cheapest month in which you can book a flight from Rutland to Illinois (average of $245). Flying from Rutland to Illinois in March is currently the most expensive (average of $321). 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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