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O'Hare Intl

$443+ Cheap flights from Rutland (RUT) to O'Hare Intl (ORD)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
RUT — ORD
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap flight deals from Rutland to O'Hare Intl

Cheapest flights from Rutland to O'Hare Intl
Explore the most affordable flight options available from Rutland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:19 am
RUT
-
ORD
2 stops12h 40m
Multiple Airlines
Sat 3/710:00 am
ORD
-
RUT
1 stop7h 31m
Multiple Airlines
Deal found 2/16$443
This Priceline deal was found by Cheapflights users on 2/16. 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.
Fri 10/911:33 am
RUT
-
ORD
2 stops10h 16m
Multiple Airlines
Mon 10/126:45 am
ORD
-
RUT
2 stops10h 46m
Multiple Airlines
Deal found 2/16$792

Find flight deals from Rutland to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Rutland (RUT) to O'Hare Intl (ORD). 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 February 19, 2026.

Round-trip from

$443
(Expedia)
From Rutland to Chicago O'Hare Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rutland to O'Hare Intl 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 February 19, 2026.
Use the filters below to find and compare flights from Rutland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Rutland

Fly to

O'Hare Intl

Route

Depart

Return

Price

RutlandChicago

RUT - ORD

RUTORD

Rutland

Tue 3/3

11:19 am-10:59 pm

2 stops12h 40m

Chicago O'Hare Intl

Sat 3/7

10:00 am-6:31 pm

1 stop7h 31m

$443

RutlandChicago

RUT - ORD

RUTORD

Rutland

Thu 7/9

11:33 am-7:25 pm

1 stop8h 52m

$801

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

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

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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 Chicago O'Hare Intl Airport

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

Currently, September is the cheapest month in which you can book a flight from Rutland to Chicago O'Hare Intl Airport (average of $201). Flying from Rutland to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $258). 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 O'Hare Intl. 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 Chicago O'Hare Intl?

    Rutland (RUT) is the airport you will fly out of if you book a flight from Rutland to Chicago O'Hare Intl. You should not have trouble finding flights to Chicago O'Hare Intl from Rutland; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Rutland airport to Chicago O'Hare Intl. It is only a 5.9 mi journey to Rutland (RUT) from Rutland’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Rutland to O'Hare Intl 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 Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Rutland to Chicago O'Hare Intl Airport (average of $201). Flying from Rutland to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $258). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Naperville
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Delavan
Oak Brook
Des Plaines
Elgin
Downers Grove
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Skokie
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Oakbrook Terrace
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville

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