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Cheap flights from Chicago to Watertown from $278

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Watertown departing on 3/7. 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
2:40 pm - 10:55 pm
ORD
-
ART
7h 15m
1 stop
American Airlines Logo
4:01 pm - 9:18 pm
ART
-
ORD
6h 17m
1 stop
$278American Airlines
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
2:40 pm - 10:55 pm
ORD
-
ART
7h 15m
1 stop
American Airlines Logo
4:01 pm - 12:06 am
ART
-
ORD
9h 05m
2 stops
$284American Airlines
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
7:10 am - 3:41 pm
ORD
-
ART
7h 31m
2 stops
American Airlines Logo
4:01 pm - 12:06 am
ART
-
ORD
9h 05m
2 stops
$289American Airlines
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
8:23 am - 3:19 pm
ORD
-
ART
5h 56m
1 stop
American Airlines Logo
6:00 am - 12:16 pm
ART
-
ORD
7h 16m
1 stop
$516American Airlines
Thu, Mar 19 - Thu, Mar 26
American Airlines Logo
7:12 am - 3:19 pm
ORD
-
ART
7h 07m
2 stops
American Airlines Logo
6:00 am - 12:16 pm
ART
-
ORD
7h 16m
1 stop
$522American Airlines
Thu, Mar 19 - Thu, Mar 26
American Airlines Logo
7:12 am - 3:19 pm
ORD
-
ART
7h 07m
2 stops
American Airlines Logo
6:00 am - 12:35 pm
ART
-
ORD
7h 35m
2 stops
$527American Airlines
Thu, Mar 19 - Thu, Mar 26
American Airlines Logo
7:12 am - 3:19 pm
ORD
-
ART
7h 07m
2 stops
American Airlines Logo
6:00 am - 10:12 am
ART
-
ORD
5h 12m
1 stop
$626American Airlines
Thu, Mar 19 - Sun, Mar 22
American Airlines Logo
7:12 am - 3:19 pm
ORD
-
ART
7h 07m
2 stops
American Airlines Logo
6:00 am - 12:37 pm
ART
-
ORD
7h 37m
2 stops
$673American Airlines
Thu, Mar 19 - Sun, Mar 22
American Airlines Logo
5:45 pm - 11:23 pm
ORD
-
ART
4h 38m
1 stop
American Airlines Logo
11:25 am - 5:29 pm
ART
-
ORD
7h 04m
1 stop
$933American Airlines
Sun, May 10 - Wed, May 13
American Airlines Logo
3:31 pm - 11:23 pm
ORD
-
ART
6h 52m
1 stop
American Airlines Logo
11:25 am - 7:08 pm
ART
-
ORD
8h 43m
2 stops
$939American Airlines
Sun, May 10 - Wed, May 13

American Airlines flights from Chicago to Watertown, New York

Our best American Airlines deals on Chicago to Watertown, New York flight tickets
American Airlines
Mar 7
ORD2:40 pmChicago O'Hare Intl
7h 15m
1 stop
ART10:55 pmWatertown
Mar 9
ART4:01 pmWatertown
6h 17m
1 stop
ORD9:18 pmChicago O'Hare Intl
$278
American Airlines
Mar 7
ORD2:40 pmChicago O'Hare Intl
7h 15m
1 stop
ART10:55 pmWatertown
Mar 9
ART4:01 pmWatertown
9h 05m
2 stops
ORD12:06 amChicago O'Hare Intl
$284
American Airlines
Mar 7
ORD7:10 amChicago O'Hare Intl
7h 31m
2 stops
ART3:41 pmWatertown
Mar 9
ART4:01 pmWatertown
9h 05m
2 stops
ORD12:06 amChicago O'Hare Intl
$289

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 February 23, 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

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sat 3/7

2:40 pm-10:55 pm

1 stop7h 15m

Watertown

Mon 3/9

4:01 pm-9:18 pm

1 stop6h 17m

$278

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sat 3/7

2:40 pm-10:55 pm

1 stop7h 15m

Watertown

Mon 3/9

4:01 pm-12:06 am

2 stops9h 05m

$284

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sat 3/7

7:10 am-3:41 pm

2 stops7h 31m

Watertown

Mon 3/9

4:01 pm-12:06 am

2 stops9h 05m

$289

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 3/19

8:23 am-3:19 pm

1 stop5h 56m

Watertown

Thu 3/26

6:00 am-12:16 pm

1 stop7h 16m

$516

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 3/19

7:12 am-3:19 pm

2 stops7h 07m

Watertown

Thu 3/26

6:00 am-12:16 pm

1 stop7h 16m

$522

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 3/19

7:12 am-3:19 pm

2 stops7h 07m

Watertown

Thu 3/26

6:00 am-12:35 pm

2 stops7h 35m

$527

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 3/19

7:12 am-3:19 pm

2 stops7h 07m

Watertown

Sun 3/22

6:00 am-10:12 am

1 stop5h 12m

$626

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Thu 3/19

7:12 am-3:19 pm

2 stops7h 07m

Watertown

Sun 3/22

6:00 am-12:37 pm

2 stops7h 37m

$673

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sun 5/10

5:45 pm-11:23 pm

1 stop4h 38m

Watertown

Wed 5/13

11:25 am-5:29 pm

1 stop7h 04m

$933

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sun 5/10

3:31 pm-11:23 pm

1 stop6h 52m

Watertown

Wed 5/13

11:25 am-7:08 pm

2 stops8h 43m

$939

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 38m

Direct flights

None
The fastest flight from Chicago to Watertown, New York takes 4h 38m
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

  • 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 38m, 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.

  • How do I get Price Alerts for flights from Chicago to Watertown, New York?

    Price Alerts will notify you by email when the price for flights to Watertown, New York from Chicago decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago to Watertown, New York with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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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