Cheap flights from Chicago to Watertown from $432

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 8/16. 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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Cheap round-trip flights

American Airlines Logo
6:55 am - 2:49 pmORD-ART
6h 54m1 stop
American Airlines Logo
3:14 pm - 8:11 pmART-ORD
5h 57m1 stop
$432American Airlines
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
2:44 pm - 10:43 pmORD-ART
6h 59m1 stop
American Airlines Logo
3:14 pm - 10:59 pmART-ORD
8h 45m2 stops
$438American Airlines
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
5:20 am - 2:49 pmORD-ART
8h 29m2 stops
American Airlines Logo
3:14 pm - 10:59 pmART-ORD
8h 45m2 stops
$443American Airlines
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
6:55 am - 2:49 pmORD-ART
6h 54m1 stop
American Airlines Logo
6:00 am - 12:20 pmART-ORD
7h 20m1 stop
$456American Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
American Airlines Logo
6:55 am - 2:49 pmORD-ART
6h 54m1 stop
American Airlines Logo
6:00 am - 1:48 pmART-ORD
8h 48m2 stops
$570American Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
American Airlines Logo
6:45 am - 2:49 pmORD-ART
7h 04m2 stops
American Airlines Logo
3:14 pm - 9:24 pmART-ORD
7h 10m2 stops
$822American Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1

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
ORD6:55 amChicago O'Hare Intl
6h 54m
1 stop
ART2:49 pmWatertown
Aug 20
ART3:14 pmWatertown
5h 57m
1 stop
ORD8:11 pmChicago O'Hare Intl
American Airlines
Aug 16
ORD2:44 pmChicago O'Hare Intl
6h 59m
1 stop
ART10:43 pmWatertown
Aug 20
ART3:14 pmWatertown
8h 45m
2 stops
ORD10:59 pmChicago O'Hare Intl
American Airlines
Aug 16
ORD5:20 amChicago O'Hare Intl
8h 29m
2 stops
ART2:49 pmWatertown
Aug 20
ART3:14 pmWatertown
8h 45m
2 stops
ORD10:59 pmChicago O'Hare Intl

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 August 2, 2025.
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 8/16

6:55 am-2:49 pm

1 stop6h 54m

Watertown

Wed 8/20

3:14 pm-8:11 pm

1 stop5h 57m

$432

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sat 8/16

2:44 pm-10:43 pm

1 stop6h 59m

Watertown

Wed 8/20

3:14 pm-10:59 pm

2 stops8h 45m

$438

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Sat 8/16

5:20 am-2:49 pm

2 stops8h 29m

Watertown

Wed 8/20

3:14 pm-10:59 pm

2 stops8h 45m

$443

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Fri 8/29

6:55 am-2:49 pm

1 stop6h 54m

Watertown

Mon 9/1

6:00 am-12:20 pm

1 stop7h 20m

$456

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Fri 8/29

6:55 am-2:49 pm

1 stop6h 54m

Watertown

Mon 9/1

6:00 am-1:48 pm

2 stops8h 48m

$570

ChicagoWatertown

ORD - ART

ORDART

Chicago O'Hare Intl

Fri 8/29

6:45 am-2:49 pm

2 stops7h 04m

Watertown

Mon 9/1

3:14 pm-9:24 pm

2 stops7h 10m

$822

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

Best Price Found

$432

Fastest flight time

6h 54m

Direct flights

None

Airports in Watertown, New York

1 airport
The best flight deal from Chicago to Watertown, New York found on momondo in the last 72 hours is $432
The fastest flight from Chicago to Watertown, New York takes 6h 54m
There are no direct flights from Chicago to Watertown, New York. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Watertown Airport.
There is 1 airport near Watertown, New York: Watertown (ART)

  • 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 6h 54m, 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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1 adult
Thu 8/7
Thu 8/14

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