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 2026

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Find the cheapest flights from Watertown, New York to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 10:12 am

ART

ORD

5h 12m

1 stop

2:40 pm - 10:55 pm

ORD

ART

7h 15m

1 stop

$516American Airlines

Thu, Feb 12 - Mon, Feb 16

6:00 am - 12:35 pm

ART

ORD

7h 35m

2 stops

8:23 am - 3:41 pm

ORD

ART

6h 18m

1 stop

$522American Airlines

Thu, Feb 12 - Mon, Feb 16

6:00 am - 2:16 pm

ART

ORD

9h 16m

2 stops

2:40 pm - 10:55 pm

ORD

ART

7h 15m

2 stops

$527American Airlines

Thu, Feb 12 - Mon, Feb 16

4:00 pm - 9:35 pm

ART

ORD

6h 35m

1 stop

8:18 am - 3:35 pm

ORD

ART

6h 17m

1 stop

$568American Airlines

Fri, Jun 5 - Sat, Jun 6

6:00 am - 10:16 am

ART

ORD

5h 16m

1 stop

5:15 pm - 11:52 pm

ORD

ART

5h 37m

1 stop

$588American Airlines

Sat, Jun 6 - Sun, Jun 7

6:00 am - 10:16 am

ART

ORD

5h 16m

1 stop

5:15 pm - 11:52 pm

ORD

ART

5h 37m

1 stop

$594American Airlines

Fri, Jun 5 - Sun, Jun 7

6:00 am - 10:16 am

ART

ORD

5h 16m

1 stop

5:15 pm - 11:52 pm

ORD

ART

5h 37m

1 stop

$664American Airlines

Wed, Jun 17 - Mon, Jun 22

6:00 am - 3:37 pm

ART

ORD

10h 37m

2 stops

8:18 am - 3:35 pm

ORD

ART

6h 17m

1 stop

$676American Airlines

Wed, Jun 17 - Mon, Jun 22

6:00 am - 10:16 am

ART

ORD

5h 16m

1 stop

5:15 pm - 11:52 pm

ORD

ART

5h 37m

1 stop

$743American Airlines

Wed, Jun 17 - Sun, Jun 21

6:00 am - 10:16 am

ART

ORD

5h 16m

1 stop

5:15 pm - 11:52 pm

ORD

ART

5h 37m

1 stop

$886American Airlines

Sat, Jun 6 - Sat, Jun 6

American Airlines flights from Watertown, New York to Chicago

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

American Airlines

Feb 12

ART6:00 amWatertown

5h 12m

1 stop

ORD10:12 amChicago O'Hare Intl

Feb 16

ORD2:40 pmChicago O'Hare Intl

7h 15m

1 stop

ART10:55 pmWatertown

$516

American Airlines

Feb 12

ART6:00 amWatertown

7h 35m

2 stops

ORD12:35 pmChicago O'Hare Intl

Feb 16

ORD8:23 amChicago O'Hare Intl

6h 18m

1 stop

ART3:41 pmWatertown

$522

American Airlines

Feb 12

ART6:00 amWatertown

9h 16m

2 stops

ORD2:16 pmChicago O'Hare Intl

Feb 16

ORD2:40 pmChicago O'Hare Intl

7h 15m

2 stops

ART10:55 pmWatertown

$527

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

Thu 2/12

6:00 am-10:12 am

1 stop5h 12m

Chicago O'Hare Intl

Mon 2/16

2:40 pm-10:55 pm

1 stop7h 15m

$516

WatertownChicago

ART - ORD

ARTORD

Watertown

Thu 2/12

6:00 am-12:35 pm

2 stops7h 35m

Chicago O'Hare Intl

Mon 2/16

8:23 am-3:41 pm

1 stop6h 18m

$522

WatertownChicago

ART - ORD

ARTORD

Watertown

Thu 2/12

6:00 am-2:16 pm

2 stops9h 16m

Chicago O'Hare Intl

Mon 2/16

2:40 pm-10:55 pm

2 stops7h 15m

$527

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 6/5

4:00 pm-9:35 pm

1 stop6h 35m

Chicago O'Hare Intl

Sat 6/6

8:18 am-3:35 pm

1 stop6h 17m

$568

WatertownChicago

ART - ORD

ARTORD

Watertown

Sat 6/6

6:00 am-10:16 am

1 stop5h 16m

Chicago O'Hare Intl

Sun 6/7

5:15 pm-11:52 pm

1 stop5h 37m

$588

WatertownChicago

ART - ORD

ARTORD

Watertown

Fri 6/5

6:00 am-10:16 am

1 stop5h 16m

Chicago O'Hare Intl

Sun 6/7

5:15 pm-11:52 pm

1 stop5h 37m

$594

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 6/17

6:00 am-10:16 am

1 stop5h 16m

Chicago O'Hare Intl

Mon 6/22

5:15 pm-11:52 pm

1 stop5h 37m

$664

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 6/17

6:00 am-3:37 pm

2 stops10h 37m

Chicago O'Hare Intl

Mon 6/22

8:18 am-3:35 pm

1 stop6h 17m

$676

WatertownChicago

ART - ORD

ARTORD

Watertown

Wed 6/17

6:00 am-10:16 am

1 stop5h 16m

Chicago O'Hare Intl

Sun 6/21

5:15 pm-11:52 pm

1 stop5h 37m

$743

WatertownChicago

ART - ORD

ARTORD

Watertown

Sat 6/6

6:00 am-10:16 am

1 stop5h 16m

Chicago O'Hare Intl

Sat 6/6

5:15 pm-11:52 pm

1 stop5h 37m

$886

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 57% 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

Fastest flight time	5h 16m
Direct flights	None

The fastest flight from Watertown, New York to Chicago takes 5h 16m

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

Search flight deals

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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Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

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.