What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Watertown, New York according to our data. United Airlines is the first choice among our users, with 49% 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 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.

$460 Cheap Flights from Watertown to Chicago in 2025

1 adult

0 bags

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Find the cheapest flights from Watertown, New York to Chicago

Round-trip

One-way

Cheap round-trip flights

These are some of the best round-trip flight deals from Watertown, New York to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

6:05 am - 10:50 amART-ORD

5h 45m1 stop

2:36 pm - 10:47 pmORD-ART

7h 11m1 stop

$510American Airlines

Find Deal

Thu, Feb 27 - Thu, Mar 6

6:05 am - 2:13 pmART-ORD

9h 08m2 stops

4:25 pm - 10:47 pmORD-ART

5h 22m1 stop

$516American Airlines

Find Deal

Thu, Feb 27 - Thu, Mar 6

6:05 am - 2:13 pmART-ORD

9h 08m2 stops

7:00 am - 3:00 pmORD-ART

7h 00m2 stops

$521American Airlines

Find Deal

Thu, Feb 27 - Thu, Mar 6

6:05 am - 10:50 amART-ORD

5h 45m1 stop

5:18 pm - 10:47 pmORD-ART

4h 29m1 stop

$580American Airlines

Find Deal

Fri, Feb 14 - Mon, Feb 24

6:05 am - 10:50 amART-ORD

5h 45m1 stop

1:54 pm - 10:47 pmORD-ART

7h 53m2 stops

$586American Airlines

Find Deal

Fri, Feb 14 - Mon, Feb 24

3:30 pm - 11:53 pmART-ORD

9h 23m2 stops

1:52 pm - 10:47 pmORD-ART

7h 55m2 stops

$591American Airlines

Find Deal

Fri, Feb 14 - Mon, Feb 24

3:30 pm - 11:53 pmART-ORD

9h 23m2 stops

1:52 pm - 10:47 pmORD-ART

7h 55m2 stops

$761American Airlines

Find Deal

Fri, Feb 14 - Mon, Feb 24

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 27

ART6:05 amWatertown

5h 45m

1 stop

ORD10:50 amChicago O'Hare Intl

Mar 6

ORD2:36 pmChicago O'Hare Intl

7h 11m

1 stop

ART10:47 pmWatertown

$510

Find similar

American Airlines

Feb 27

ART6:05 amWatertown

9h 08m

2 stops

ORD2:13 pmChicago O'Hare Intl

Mar 6

ORD4:25 pmChicago O'Hare Intl

5h 22m

1 stop

ART10:47 pmWatertown

$516

Find similar

American Airlines

Feb 27

ART6:05 amWatertown

9h 08m

2 stops

ORD2:13 pmChicago O'Hare Intl

Mar 6

ORD7:00 amChicago O'Hare Intl

7h 00m

2 stops

ART3:00 pmWatertown

$521

Find similar

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

Prices

Airlines

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Watertown, New York to Chicago during this time can be as low as $268. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $268.

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

Best Price Found	$510
Fastest flight time	5h 45m
Direct flights	None
Airports in Chicago	1 airport

The best flight deal from Watertown, New York to Chicago found on momondo in the last 72 hours is $510

The fastest flight from Watertown, New York to Chicago takes 5h 45m

There are no direct flights from Watertown, New York to Chicago. Popular non-direct route for this connection is Watertown Airport - Chicago O'Hare Intl Airport.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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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 45m 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.