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

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

How old do you have to be to fly from Watertown 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 Watertown Airport to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$238 Cheap Flights from Watertown to Chicago in 2025/26

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Find the cheapest flights from Watertown, New York to Chicago

Round-trip

One-way

Cheap round-trip flights

4:27 pm - 8:43 pmART-ORD

5h 16m1 stop

8:35 am - 4:02 pmORD-ART

6h 27m1 stop

$238American Airlines

Find Deal

Tue, Sep 30 - Sat, Oct 4

4:27 pm - 11:48 pmART-ORD

8h 21m2 stops

1:15 pm - 8:29 pmORD-ART

6h 14m1 stop

$244American Airlines

Find Deal

Tue, Sep 30 - Sat, Oct 4

4:27 pm - 11:12 pmART-ORD

7h 45m2 stops

7:10 am - 4:02 pmORD-ART

7h 52m2 stops

$249American Airlines

Find Deal

Tue, Sep 30 - Sat, Oct 4

6:00 am - 12:03 pmART-ORD

7h 03m2 stops

6:45 am - 1:59 pmORD-ART

6h 14m1 stop

$451American Airlines

Find Deal

Fri, Oct 10 - Tue, Oct 14

6:00 am - 12:20 pmART-ORD

7h 20m1 stop

9:55 am - 4:02 pmORD-ART

5h 07m1 stop

$455American Airlines

Find Deal

Wed, Oct 1 - Sun, Oct 5

6:00 am - 12:03 pmART-ORD

7h 03m2 stops

5:20 am - 1:59 pmORD-ART

7h 39m2 stops

$456American Airlines

Find Deal

Fri, Oct 10 - Tue, Oct 14

6:00 am - 1:42 pmART-ORD

8h 42m2 stops

9:55 am - 4:02 pmORD-ART

5h 07m1 stop

$461American Airlines

Find Deal

Wed, Oct 1 - Sun, Oct 5

2:45 pm - 8:11 pmART-ORD

6h 26m1 stop

6:45 am - 1:59 pmORD-ART

6h 14m1 stop

$607American Airlines

Find Deal

Fri, Oct 10 - Tue, Oct 14

4:27 pm - 11:12 pmART-ORD

7h 45m2 stops

7:21 am - 4:02 pmORD-ART

7h 41m2 stops

$740American Airlines

Find Deal

Wed, Oct 1 - Sun, Oct 5

American Airlines flights from Watertown, New York to Chicago

Our best American Airlines deals on Watertown, New York to Chicago flight tickets

American Airlines

Sep 30

ART4:27 pmWatertown

5h 16m

1 stop

ORD8:43 pmChicago O'Hare Intl

Oct 4

ORD8:35 amChicago O'Hare Intl

6h 27m

1 stop

ART4:02 pmWatertown

$238

Find similar

American Airlines

Sep 30

ART4:27 pmWatertown

8h 21m

2 stops

ORD11:48 pmChicago O'Hare Intl

Oct 4

ORD1:15 pmChicago O'Hare Intl

6h 14m

1 stop

ART8:29 pmWatertown

$244

Find similar

American Airlines

Sep 30

ART4:27 pmWatertown

7h 45m

2 stops

ORD11:12 pmChicago O'Hare Intl

Oct 4

ORD7:10 amChicago O'Hare Intl

7h 52m

2 stops

ART4:02 pmWatertown

$249

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Watertown, New York to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WatertownChicago

ART - ORD

ARTORD

Watertown

Tue 9/30

4:27 pm-8:43 pm

1 stop5h 16m

Chicago O'Hare Intl

Sat 10/4

8:35 am-4:02 pm

1 stop6h 27m

$238

WatertownChicago

ART - ORD

ARTORD

Watertown

Tue 9/30

4:27 pm-11:48 pm

2 stops8h 21m

Chicago O'Hare Intl

Sat 10/4

1:15 pm-8:29 pm

1 stop6h 14m

$244

WatertownChicago

ART - ORD

ARTORD

Watertown

Tue 9/30

4:27 pm-11:12 pm

2 stops7h 45m

Chicago O'Hare Intl

Sat 10/4

7:10 am-4:02 pm

2 stops7h 52m

$249

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 10/10

6:00 am-12:03 pm

2 stops7h 03m

Chicago O'Hare Intl

Tue 10/14

6:45 am-1:59 pm

1 stop6h 14m

$451

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 10/1

6:00 am-12:20 pm

1 stop7h 20m

Chicago O'Hare Intl

Sun 10/5

9:55 am-4:02 pm

1 stop5h 07m

$455

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 10/10

6:00 am-12:03 pm

2 stops7h 03m

Chicago O'Hare Intl

Tue 10/14

5:20 am-1:59 pm

2 stops7h 39m

$456

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 10/1

6:00 am-1:42 pm

2 stops8h 42m

Chicago O'Hare Intl

Sun 10/5

9:55 am-4:02 pm

1 stop5h 07m

$461

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 10/10

2:45 pm-8:11 pm

1 stop6h 26m

Chicago O'Hare Intl

Tue 10/14

6:45 am-1:59 pm

1 stop6h 14m

$607

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 10/1

4:27 pm-11:12 pm

2 stops7h 45m

Chicago O'Hare Intl

Sun 10/5

7:21 am-4:02 pm

2 stops7h 41m

$740

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Watertown, New York 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?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Watertown, New York according to our data. American Airlines is the first choice among our users, with 55% 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 Watertown, New York to Chicago

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

Estimated round-trip price

Cheap Watertown, New York to Chicago (ART to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Watertown, New York to Chicago

Direct flights	None

There are no direct flights from Watertown, New York to Chicago. There are no popular flight routes from Watertown, New York to Chicago.

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How far is Watertown to Chicago by plane?
The straight-line distance from Watertown to Chicago is 609.3 mi. Typically, this will take 5h 16m by plane in normal conditions.
When did momondo last update prices for flights from Watertown Airport to Chicago?
Prices for flights from Watertown Airport to Chicago are refreshed on a daily basis.
How old do you have to be to fly from Watertown 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 Watertown Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Chicago from Watertown with this policy.

How can momondo help me find flights from Watertown 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 Watertown.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Watertown and alert you when they change.