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

Prices for flights from Chicago to Rutland Airport are refreshed on a daily basis.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Rutland Airport.

What documentation or ID do you need to fly to Rutland Airport?

The required travel and health documents for your Rutland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Rutland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$209 Cheap Flights from Chicago to Rutland in 2025/26

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Find the cheapest flights from Chicago to Rutland

Round-trip

One-way

Cheap round-trip flights

9:51 am - 7:05 pmORD-RUT

8h 14m1 stop

10:27 am - 6:18 pmRUT-ORD

8h 51m1 stop

$334JetBlue

Find Deal

Sat, Oct 4 - Mon, Oct 6

9:51 am - 7:05 pmORD-RUT

8h 14m1 stop

10:27 am - 6:18 pmRUT-ORD

8h 51m1 stop

$349JetBlue

Find Deal

Sat, Oct 4 - Tue, Oct 7

10:08 am - 6:53 pmORD-RUT

7h 45m1 stop

11:22 am - 5:55 pmRUT-ORD

7h 33m1 stop

$414JetBlue

Find Deal

Thu, Oct 23 - Mon, Oct 27

9:37 pm - 9:32 amORD-RUT

10h 55m1 stop

3:58 pm - 8:10 pmRUT-ORD

5h 12m1 stop

$420

Find Deal

Wed, Oct 1 - Sat, Oct 4

9:37 pm - 9:32 amORD-RUT

10h 55m1 stop

3:58 pm - 11:15 pmRUT-ORD

8h 17m2 stops

$430

Find Deal

Wed, Oct 1 - Sat, Oct 4

10:08 am - 6:53 pmORD-RUT

7h 45m1 stop

11:22 am - 5:55 pmRUT-ORD

7h 33m1 stop

$439JetBlue

Find Deal

Fri, Oct 24 - Tue, Oct 28

5:55 pm - 9:32 amORD-RUT

14h 37m2 stops

3:58 pm - 11:15 pmRUT-ORD

8h 17m2 stops

$440

Find Deal

Wed, Oct 1 - Sat, Oct 4

10:08 am - 6:53 pmORD-RUT

7h 45m1 stop

11:22 am - 5:55 pmRUT-ORD

7h 33m1 stop

$454JetBlue

Find Deal

Fri, Oct 24 - Mon, Oct 27

9:51 am - 7:05 pmORD-RUT

8h 14m1 stop

10:27 am - 6:18 pmRUT-ORD

8h 51m1 stop

$469JetBlue

Find Deal

Fri, Oct 3 - Mon, Oct 6

2:20 pm - 9:32 amORD-RUT

18h 12m2 stops

3:58 pm - 10:35 pmRUT-ORD

7h 37m1 stop

$477

Find Deal

Fri, Oct 3 - Mon, Oct 6

JetBlue flights from Chicago to Rutland

Our best JetBlue deals on Chicago to Rutland flight tickets

JetBlue

Oct 4

ORD9:51 amChicago O'Hare Intl

8h 14m

1 stop

RUT7:05 pmRutland

Oct 6

RUT10:27 amRutland

8h 51m

1 stop

ORD6:18 pmChicago O'Hare Intl

$334

Find similar

JetBlue

Oct 4

ORD9:51 amChicago O'Hare Intl

8h 14m

1 stop

RUT7:05 pmRutland

Oct 7

RUT10:27 amRutland

8h 51m

1 stop

ORD6:18 pmChicago O'Hare Intl

$349

Find similar

JetBlue

Oct 23

ORD10:08 amChicago O'Hare Intl

7h 45m

1 stop

RUT6:53 pmRutland

Oct 27

RUT11:22 amRutland

7h 33m

1 stop

ORD5:55 pmChicago O'Hare Intl

$414

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Sat 10/4

9:51 am-7:05 pm

1 stop8h 14m

Rutland

Mon 10/6

10:27 am-6:18 pm

1 stop8h 51m

$334

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Sat 10/4

9:51 am-7:05 pm

1 stop8h 14m

Rutland

Tue 10/7

10:27 am-6:18 pm

1 stop8h 51m

$349

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Thu 10/23

10:08 am-6:53 pm

1 stop7h 45m

Rutland

Mon 10/27

11:22 am-5:55 pm

1 stop7h 33m

$414

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Wed 10/1

9:37 pm-9:32 am

1 stop10h 55m

Rutland

Sat 10/4

3:58 pm-8:10 pm

1 stop5h 12m

$420

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Wed 10/1

9:37 pm-9:32 am

1 stop10h 55m

Rutland

Sat 10/4

3:58 pm-11:15 pm

2 stops8h 17m

$430

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Fri 10/24

10:08 am-6:53 pm

1 stop7h 45m

Rutland

Tue 10/28

11:22 am-5:55 pm

1 stop7h 33m

$439

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Wed 10/1

5:55 pm-9:32 am

2 stops14h 37m

Rutland

Sat 10/4

3:58 pm-11:15 pm

2 stops8h 17m

$440

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Fri 10/24

10:08 am-6:53 pm

1 stop7h 45m

Rutland

Mon 10/27

11:22 am-5:55 pm

1 stop7h 33m

$454

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Fri 10/3

9:51 am-7:05 pm

1 stop8h 14m

Rutland

Mon 10/6

10:27 am-6:18 pm

1 stop8h 51m

$469

ChicagoRutland

ORD - RUT

ORDRUT

Chicago O'Hare Intl

Fri 10/3

2:20 pm-9:32 am

2 stops18h 12m

Rutland

Mon 10/6

3:58 pm-10:35 pm

1 stop7h 37m

$477

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Rutland

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 is the cheapest airline that flies from Chicago to Rutland?

JetBlue is the most popular carrier operating from Chicago to Rutland

What airlines fly to Rutland?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Rutland from Chicago according to our data. United Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Rutland. Keep in mind that there are 4 different airlines that fly to Rutland on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Rutland

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

Estimated round-trip price

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

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

Direct flights	None

There are no direct flights from Chicago to Rutland. There are no popular flight routes from Chicago to Rutland.

Search flight deals

How far is Chicago to Rutland by plane?
Rutland is 751.7 mi away from Chicago. By plane, this route typically takes 7h 45m.
When did momondo last update prices for flights from Chicago to Rutland Airport?
Prices for flights from Chicago to Rutland Airport are refreshed on a daily basis.
How old do you have to be to fly from Chicago to Rutland Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Rutland Airport.
What documentation or ID do you need to fly to Rutland Airport?
The required travel and health documents for your Rutland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Rutland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Lake George

Killington

Ludlow

Ticonderoga

Stratton

Dover

Londonderry

Chester

Dorset

Why use momondo?

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

Finding the right flight to Rutland from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Rutland quick and easy, saving you time and money.

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

All flight searches from Chicago to Rutland on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Chicago to Rutland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Rutland from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.