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Cheap flights from Watertown (ART) to Chicago (CHI) from $377

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
ART — CHI
May 10 — May 171
From?
To?
Fri 5/10
Fri 5/17
1 adult, Economy
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When is the cheapest time to fly from Watertown, New York to Chicago (ART - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Watertown, New York to Chicago as you normally would.

Cheap American Airlines flights from Watertown to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Watertown and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$377
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/28:30 amORD - ART
2 stops8h 49mAmerican Airlines
Deal found 5/4$380
Sun 5/268:35 amART - ORD
1 stop14h 58mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$453
Thu 9/126:36 amART - ORD
1 stop6h 20mAmerican Airlines
Mon 9/162:45 pmORD - ART
1 stop6h 26mAmerican Airlines
Deal found 5/4$480
Thu 9/126:36 amART - ORD
2 stops6h 33mAmerican Airlines
Mon 9/168:20 amORD - ART
1 stop5h 42mAmerican Airlines
Deal found 5/4$485
Thu 9/124:36 pmART - ORD
2 stops6h 41mAmerican Airlines
Mon 9/162:30 pmORD - ART
2 stops6h 41mAmerican Airlines
Deal found 5/4$510
Sat 9/216:36 amART - ORD
1 stop6h 20mAmerican Airlines
Tue 9/244:50 pmORD - ART
1 stop4h 21mAmerican Airlines
Deal found 5/3$580
Sat 9/216:36 amART - ORD
1 stop6h 20mAmerican Airlines
Tue 9/2411:50 amORD - ART
2 stops9h 21mAmerican Airlines
Deal found 5/3$583
Sat 9/216:36 amART - ORD
2 stops6h 33mAmerican Airlines
Tue 9/2411:50 amORD - ART
2 stops9h 21mAmerican Airlines
Deal found 5/3$588

Cheap Watertown to Chicago flights in May & June 2024

Find cheap flight options from Watertown to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 5, 2024.
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$377
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/28:30 amORD - ART
2 stops8h 49mAmerican Airlines
Deal found 5/4$380
Sun 5/268:35 amART - ORD
1 stop14h 58mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$453
Wed 5/226:44 pmART - ORD
1 stop4h 49mAmerican Airlines
Wed 5/2911:51 amORD - ART
1 stop5h 28mAmerican Airlines
Deal found 5/4$580
Thu 5/96:15 amART - ORD
2 stops9h 05mAmerican Airlines
Sat 5/111:45 pmORD - ART
2 stops7h 43mAmerican Airlines
Deal found 5/4$843
Thu 5/96:15 amART - ORD
2 stops9h 05mAmerican Airlines
Sat 5/111:45 pmORD - ART
2 stops7h 43mAmerican Airlines
Deal found 5/5$854
Thu 5/96:15 amART - ORD
2 stops9h 05mAmerican Airlines
Sat 5/114:06 pmORD - ART
1 stop5h 22mAmerican Airlines
Deal found 5/4$877
Thu 5/96:15 amART - ORD
2 stops9h 05mAmerican Airlines
Sat 5/114:53 pmORD - ART
1 stop4h 35mAmerican Airlines
Deal found 5/5$957
Thu 5/96:15 amART - ORD
1 stop7h 38mAmerican Airlines
Sat 5/114:06 pmORD - ART
1 stop5h 22mAmerican Airlines
Deal found 5/4$980

Watertown to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Watertown and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$377
Sun 5/268:35 amART - ORD
2 stops9h 55mAmerican Airlines
Sun 6/28:30 amORD - ART
2 stops8h 49mAmerican Airlines
Deal found 5/4$380
Sun 5/268:35 amART - ORD
1 stop14h 58mAmerican Airlines
Sun 6/29:57 amORD - ART
1 stop7h 22mAmerican Airlines
Deal found 5/4$453
Thu 9/126:36 amART - ORD
1 stop6h 20mAmerican Airlines
Mon 9/162:45 pmORD - ART
1 stop6h 26mAmerican Airlines
Deal found 5/4$480
Thu 9/126:36 amART - ORD
2 stops6h 33mAmerican Airlines
Mon 9/168:20 amORD - ART
1 stop5h 42mAmerican Airlines
Deal found 5/4$485
Thu 9/124:36 pmART - ORD
2 stops6h 41mAmerican Airlines
Mon 9/162:30 pmORD - ART
2 stops6h 41mAmerican Airlines
Deal found 5/4$510
Sat 9/216:36 amART - ORD
1 stop6h 20mAmerican Airlines
Tue 9/244:50 pmORD - ART
1 stop4h 21mAmerican Airlines
Deal found 5/3$580
Sat 9/216:36 amART - ORD
1 stop6h 20mAmerican Airlines
Tue 9/2411:50 amORD - ART
2 stops9h 21mAmerican Airlines
Deal found 5/3$583
Sat 9/216:36 amART - ORD
2 stops6h 33mAmerican Airlines
Tue 9/2411:50 amORD - ART
2 stops9h 21mAmerican Airlines
Deal found 5/3$588

Watertown to Chicago flights leaving soon

Find last-minute flight options from Watertown to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
Fri 5/106:15 amART - ORD
2 stops9h 05mAmerican Airlines
Mon 5/131:45 pmORD - ART
2 stops7h 43mAmerican Airlines
Deal found 5/4$843
Fri 5/106:15 amART - ORD
2 stops9h 05mAmerican Airlines
Mon 5/131:59 pmORD - ART
1 stop7h 29mAmerican Airlines
Deal found 5/4$877
Fri 5/106:15 amART - ORD
1 stop5h 38mAmerican Airlines
Mon 5/134:06 pmORD - ART
1 stop5h 22mAmerican Airlines
Deal found 5/4$980

One-way flights to Chicago from Watertown

Search for one-way flight options from Watertown to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
Wed 5/226:15 amART - ORD
2 stops9h 51mAmerican Airlines
Deal found 5/4$436
Wed 5/226:15 amART - ORD
1 stop5h 39mAmerican Airlines
Deal found 5/4$470
Fri 5/106:15 amART - ORD
2 stops9h 05mAmerican Airlines
Deal found 5/5$482
Fri 5/106:44 pmART - ORD
1 stop4h 49mAmerican Airlines
Deal found 5/5$570

Find flights from Watertown to Chicago within your budget

Customize your flight search to find flights from Watertown to Chicago 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, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$377 - $588

Route

Depart

Return

Price

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sun 5/26

2 stops9h 55m

Chicago O'Hare Intl

Sun 6/2

1 stop7h 22m

$377

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sun 5/26

2 stops9h 55m

Chicago O'Hare Intl

Sun 6/2

2 stops8h 49m

$380

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sun 5/26

1 stop14h 58m

Chicago O'Hare Intl

Sun 6/2

1 stop7h 22m

$453

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Thu 9/12

1 stop6h 20m

Chicago O'Hare Intl

Mon 9/16

1 stop6h 26m

$480

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Thu 9/12

2 stops6h 33m

Chicago O'Hare Intl

Mon 9/16

1 stop5h 42m

$485

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Thu 9/12

2 stops6h 41m

Chicago O'Hare Intl

Mon 9/16

2 stops6h 41m

$510

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sat 9/21

1 stop6h 20m

Chicago O'Hare Intl

Tue 9/24

1 stop4h 21m

$580

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sat 9/21

1 stop6h 20m

Chicago O'Hare Intl

Tue 9/24

2 stops9h 21m

$583

WatertownChicago O'Hare Intl

ART - ORD

ARTORD

Watertown

Sat 9/21

2 stops6h 33m

Chicago O'Hare Intl

Tue 9/24

2 stops9h 21m

$588

Flights are sorted by cheapest first

Deals found on 5/4

When is the cheapest time to fly from Watertown, New York to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Watertown to Chicago. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Watertown, New York to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 5, 2024.
American Airlines
7.3
Good
14,713 reviews
Check prices

Boarding

7.6

Comfort

7.2

Crew

8.0

Entertainment

7.1

Overall

7.3

Food

6.6

Reviews

1 / 10

Worst Airlines - services suck. Stuck at JFK whole night with 2 small kids - they didnt care even infant baby. Never ever fly American Airlines again - Peace !!

American Airlines
7.3
Good
14,713 reviews
American Airlines
7.3
Good
14,713 reviews
Check prices

Boarding

7.6

Comfort

7.2

Crew

8.0

Entertainment

7.1

Overall

7.3

Food

6.6

Reviews

1 / 10

Worst Airlines - services suck. Stuck at JFK whole night with 2 small kids - they didnt care even infant baby. Never ever fly American Airlines again - Peace !!

Related info for your journey

Find useful and relevant information for your journey from Watertown to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Watertown to Chicago?

    Most people fly from Watertown (ART) if they book a flight from Watertown to Chicago. On average, Watertown has 0 outbound flights to Chicago per day from 1 airline. Watertown is conveniently located just 5.6 mi from Watertown’s city center.

  • Can I find flights from Watertown, New York to Chicago for under $400 on Cheapflights?

    Yes, there are multiple flights from Watertown, New York to Chicago for under $400. The cheapest flight booked recently is on American Airlines for just $377, but on average you can expect to pay $492.

  • Are there last-minute flights available from Watertown, New York to Chicago for under $900?

    There are currently 3+ open flights from Watertown, New York to Chicago within the next 7 days for less than $900.

  • What does ART to ORD mean?

    ART and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ART to ORD refers to a flight route from Watertown Airport to Chicago O'Hare Intl Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Watertown to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Watertown to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Watertown to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Watertown to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Watertown to Chicago that include hotel bookings?

    Yes. In addition to deals on Watertown to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Watertown to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Watertown to Chicago.

  • Can I find deals for business class flights from Watertown to Chicago?

    Yes. Cheapflights offers flight deals from Watertown to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Watertown to Chicago that allow pets onboard?

    Many airlines flying from Watertown to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Watertown to Chicago?

    Yes, you can often find last-minute deals on Watertown to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Watertown, New York to Chicago flight deals updated?

    The Watertown, New York to Chicago flight deals you see on this page were last updated on 5/4.

See more FAQs

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Alternative routes for Watertown to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Watertown to Chicago

Discover the top airline that operate flights from Watertown to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$247Average$394FlexibilityNo cancel feeOn-time71%
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Search flights from Watertown to Chicago by cabin class

Find flights from Watertown to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Watertown to Chicago?

Cheapflights makes it easy to find Watertown to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Watertown to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Watertown to Chicago.

Can Cheapflights find flights from Watertown to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Watertown shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Watertown to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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