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Cheap flights from Rutland to Chicago from $200

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Rutland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:05 am - 12:54 pmRUT  Rutland-ORD Chicago O'Hare Intl
6h 49m1 stop Boston Logan Intl
Multiple Airlines Logo
9:38 am - 8:40 pmORD  Chicago O'Hare Intl-RUT Rutland
10h 02m1 stop Boston Logan Intl
$502Multiple Airlines
Sat, Sep 5 - Wed, Sep 9
Multiple Airlines Logo
2:18 pm - 7:25 pmRUT  Rutland-ORD Chicago O'Hare Intl
6h 07m1 stop Boston Logan Intl
Multiple Airlines Logo
9:38 am - 8:40 pmORD  Chicago O'Hare Intl-RUT Rutland
10h 02m1 stop Boston Logan Intl
$514Multiple Airlines
Sun, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
9:05 am - 7:25 pmRUT  Rutland-ORD Chicago O'Hare Intl
11h 20m1 stop Boston Logan Intl
Multiple Airlines Logo
10:59 am - 8:40 pmORD  Chicago O'Hare Intl-RUT Rutland
8h 41m2 stops New York John F Kennedy Intl Boston Logan Intl
$603Multiple Airlines
Sun, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
9:05 am - 7:25 pmRUT  Rutland-ORD Chicago O'Hare Intl
11h 20m1 stop Boston Logan Intl
Multiple Airlines Logo
9:38 am - 8:40 pmORD  Chicago O'Hare Intl-RUT Rutland
10h 02m1 stop Boston Logan Intl
$663Multiple Airlines
Mon, Sep 7 - Fri, Sep 11

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Use the filters below to find and compare flights from Rutland to Chicago that are best for you.

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Route

Depart

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Price

Cheapest round-trip

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Sat 9/5

7:05 am-12:54 pm

1 stop6h 49m

Chicago O'Hare Intl

Wed 9/9

9:38 am-8:40 pm

1 stop10h 02m

$502
Quickest round-trip

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Sun 9/6

2:18 pm-7:25 pm

1 stop6h 07m

Chicago O'Hare Intl

Thu 9/10

9:38 am-8:40 pm

1 stop10h 02m

$514

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Sun 9/6

9:05 am-7:25 pm

1 stop11h 20m

Chicago O'Hare Intl

Thu 9/10

10:59 am-8:40 pm

2 stops8h 41m

$603

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Mon 9/7

9:05 am-7:25 pm

1 stop11h 20m

Chicago O'Hare Intl

Fri 9/11

9:38 am-8:40 pm

1 stop10h 02m

$663
Cheapest one-way

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Thu 9/10

9:05 am-6:23 pm

2 stops10h 18m

$200

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Fri 9/11

9:05 am-10:59 pm

2 stops14h 54m

$221

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Sun 9/13

2:18 pm-6:23 pm

2 stops29h 05m

$243

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Sun 9/13

7:05 am-9:03 am

1 stop26h 58m

$248
Quickest one-way

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Thu 9/10

7:05 am-12:29 pm

1 stop6h 24m

$251

RutlandChicago

RUT Rutland - ORD Chicago O'Hare Intl

RUTORD

Rutland

Fri 9/11

9:05 am-2:30 pm

1 stop6h 25m

$261

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Rutland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Rutland according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Rutland to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Rutland to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Rutland to Chicago (RUT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rutland to Chicago

Best Price Found

$200

Fastest flight time

11h 20m

Direct flights

None
The best one-way flight to Chicago from Rutland in the past 72 hours is $200. The best round-trip flight deal from Rutland to Chicago found on momondo in the last 72 hours is $502.
The fastest flight from Rutland to Chicago takes 11h 20m
There are no direct flights from Rutland to Chicago. There are no popular flight routes from Rutland to Chicago.
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Frequently asked questions about flying from Rutland to Chicago

  • How far is Rutland to Chicago by plane?

    Chicago is 751.7 mi away from Rutland. In terms of flight time, this usually takes a little over 11h 20m.

  • When did momondo last update prices for flights from Rutland Airport to Chicago?

    Prices for flights from Rutland Airport to Chicago were last updated today.

  • How old do you have to be to fly from Rutland Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Rutland Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Rutland to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Rutland to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Rutland to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Rutland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Rutland to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Rutland.

I’m not ready to book a flight from Rutland to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Rutland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport