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Cheap flights from Chicago to Watertown from $473

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Watertown departing on 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Watertown

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:55 pm - 10:55 pm
ORD
-
ART
6h 00m
1 stop
American Airlines Logo
4:00 pm - 9:00 pm
ART
-
ORD
6h 00m
1 stop
$493American Airlines
Sun, Aug 16 - Sat, Aug 22
American Airlines Logo
6:45 am - 3:35 pm
ORD
-
ART
7h 50m
2 stops
American Airlines Logo
4:00 pm - 9:00 pm
ART
-
ORD
6h 00m
1 stop
$561American Airlines
Sun, Aug 16 - Sat, Aug 22
American Airlines Logo
8:20 am - 3:44 pm
ORD
-
ART
6h 24m
1 stop
American Airlines Logo
4:09 pm - 9:45 pm
ART
-
ORD
6h 36m
1 stop
$618American Airlines
Thu, Jul 9 - Sun, Jul 12
American Airlines Logo
7:00 am - 3:44 pm
ORD
-
ART
7h 44m
2 stops
American Airlines Logo
4:09 pm - 9:45 pm
ART
-
ORD
6h 36m
1 stop
$624American Airlines
Thu, Jul 9 - Sun, Jul 12
American Airlines Logo
6:45 am - 3:35 pm
ORD
-
ART
7h 50m
2 stops
American Airlines Logo
6:00 am - 2:20 pm
ART
-
ORD
9h 20m
2 stops
$666American Airlines
Sun, Aug 16 - Sat, Aug 22
American Airlines Logo
7:00 am - 3:44 pm
ORD
-
ART
7h 44m
2 stops
American Airlines Logo
4:09 pm - 11:21 pm
ART
-
ORD
8h 12m
2 stops
$691American Airlines
Thu, Jul 9 - Sun, Jul 12
American Airlines Logo
5:00 am - 10:59 am
ORD
-
ART
4h 59m
1 stop
American Airlines Logo
11:25 am - 5:29 pm
ART
-
ORD
7h 04m
1 stop
$1,040American Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
5:00 am - 10:59 am
ORD
-
ART
4h 59m
1 stop
American Airlines Logo
11:25 am - 5:58 pm
ART
-
ORD
7h 33m
2 stops
$1,046American Airlines
Mon, May 4 - Fri, May 8
American Airlines Logo
2:02 pm - 11:23 pm
ORD
-
ART
8h 21m
2 stops
American Airlines Logo
6:00 am - 12:36 pm
ART
-
ORD
7h 36m
2 stops
$1,244American Airlines
Mon, May 4 - Fri, May 8

American Airlines flights from Chicago to Watertown, New York

Our best American Airlines deals on Chicago to Watertown, New York flight tickets
American Airlines
Aug 16
ORD3:55 pmChicago O'Hare Intl
6h 00m
1 stop
ART10:55 pmWatertown
Aug 22
ART4:00 pmWatertown
6h 00m
1 stop
ORD9:00 pmChicago O'Hare Intl
$493
American Airlines
Aug 16
ORD6:45 amChicago O'Hare Intl
7h 50m
2 stops
ART3:35 pmWatertown
Aug 22
ART4:00 pmWatertown
6h 00m
1 stop
ORD9:00 pmChicago O'Hare Intl
$561
American Airlines
Jul 9
ORD8:20 amChicago O'Hare Intl
6h 24m
1 stop
ART3:44 pmWatertown
Jul 12
ART4:09 pmWatertown
6h 36m
1 stop
ORD9:45 pmChicago O'Hare Intl
$618

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Watertown, New York 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, momondo users made 832,500 searches. Data last updated April 20, 2026.
Use the filters below to find and compare flights from Chicago to Watertown, New York that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sun 8/16

3:55 pm-10:55 pm

1 stop6h 00m

Watertown

Sat 8/22

4:00 pm-9:00 pm

1 stop6h 00m

$493

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sun 8/16

6:45 am-3:35 pm

2 stops7h 50m

Watertown

Sat 8/22

4:00 pm-9:00 pm

1 stop6h 00m

$561

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 7/9

8:20 am-3:44 pm

1 stop6h 24m

Watertown

Sun 7/12

4:09 pm-9:45 pm

1 stop6h 36m

$618

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 7/9

7:00 am-3:44 pm

2 stops7h 44m

Watertown

Sun 7/12

4:09 pm-9:45 pm

1 stop6h 36m

$624

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sun 8/16

6:45 am-3:35 pm

2 stops7h 50m

Watertown

Sat 8/22

6:00 am-2:20 pm

2 stops9h 20m

$666

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 7/9

7:00 am-3:44 pm

2 stops7h 44m

Watertown

Sun 7/12

4:09 pm-11:21 pm

2 stops8h 12m

$691

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Mon 5/4

5:00 am-10:59 am

1 stop4h 59m

Watertown

Fri 5/8

11:25 am-5:29 pm

1 stop7h 04m

$1,040

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Mon 5/4

5:00 am-10:59 am

1 stop4h 59m

Watertown

Fri 5/8

11:25 am-5:58 pm

2 stops7h 33m

$1,046

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Mon 5/4

2:02 pm-11:23 pm

2 stops8h 21m

Watertown

Fri 5/8

6:00 am-12:36 pm

2 stops7h 36m

$1,244
Cheapest one-way
Quickest one-way

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Wed 7/15

8:20 am-3:44 pm

1 stop6h 24m

$473

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Watertown, New York

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 Watertown?

American Airlines is the most popular carrier operating from Chicago to Watertown

When to book flights from Chicago to Watertown, New York

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

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

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

Fastest flight time

4h 59m

Direct flights

None
The fastest flight from Chicago to Watertown, New York takes 4h 59m
There are no direct flights from Chicago to Watertown, New York. There are no popular flight routes from Chicago to Watertown, New York.
Search flight deals

Frequently asked questions about flying from Chicago to Watertown, New York

  • How far is Chicago to Watertown by plane?

    A flight from Chicago to Watertown will travel around 609.3 mi. Flights usually cover this in 4h 59m, depending on flying conditions and air traffic around both airports.

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Watertown Airport.

  • What documentation or ID do you need to fly to Watertown Airport?

    The travel and health documents required for your trip to Watertown Airport 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 Watertown Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Watertown?

Book flights to Watertown if you plan to visit one of these locations
Alexandria Bay
Clayton

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Watertown from Chicago.

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

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

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

Once you have performed a search for Chicago to Watertown 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 Watertown right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Watertown flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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