ART - ORD

$488 Find Cheap Flights from Watertown to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$488
Typical prices: $323-$455
American Airlines
Tue 11/20Tue 11/27
ART - ORD • 1 stop
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Cheap Flights from Watertown to Chicago (ART-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Watertown to Chicago

Fri, Nov 20 - Fri, Nov 27
American Airlines Logo
6:05 pm - 11:31 pmART  Watertown-ORD Chicago O'Hare Intl
6h 26m1 stop Philadelphia
American Airlines Logo
4:50 pm - 10:56 pmORD  Chicago O'Hare Intl-ART Watertown
5h 06m1 stop Philadelphia
$488American Airlines
Thu, Nov 5 - Mon, Nov 9
American Airlines Logo
5:46 pm - 11:30 pmART  Watertown-ORD Chicago O'Hare Intl
6h 44m1 stop Philadelphia
American Airlines Logo
4:50 pm - 10:55 pmORD  Chicago O'Hare Intl-ART Watertown
5h 05m1 stop Philadelphia
$554American Airlines
Wed, Mar 17 - Sat, Mar 20
American Airlines Logo
5:47 pm - 11:30 pmART  Watertown-ORD Chicago O'Hare Intl
6h 43m1 stop Philadelphia
American Airlines Logo
3:21 pm - 10:57 pmORD  Chicago O'Hare Intl-ART Watertown
6h 36m1 stop Philadelphia
$580American Airlines
Wed, Nov 4 - Sun, Nov 8
American Airlines Logo
5:46 pm - 11:30 pmART  Watertown-ORD Chicago O'Hare Intl
6h 44m1 stop Philadelphia
American Airlines Logo
8:29 am - 5:21 pmORD  Chicago O'Hare Intl-ART Watertown
7h 52m2 stops Boston Logan Intl Philadelphia
$636American Airlines
Thu, Nov 5 - Mon, Nov 9
American Airlines Logo
5:46 pm - 11:30 pmART  Watertown-ORD Chicago O'Hare Intl
6h 44m1 stop Philadelphia
American Airlines Logo
8:06 am - 5:21 pmORD  Chicago O'Hare Intl-ART Watertown
8h 15m2 stops Boston Logan Intl Philadelphia
$638American Airlines
Thu, Nov 5 - Mon, Nov 9
American Airlines Logo
6:00 am - 2:18 pmART  Watertown-ORD Chicago O'Hare Intl
9h 18m2 stops Philadelphia Boston Logan Intl
American Airlines Logo
12:59 pm - 10:55 pmORD  Chicago O'Hare Intl-ART Watertown
8h 56m2 stops Washington, D.C. Reagan-National Philadelphia
$721American Airlines
Sat, Nov 21 - Sun, Nov 29
American Airlines Logo
6:05 pm - 11:31 pmART  Watertown-ORD Chicago O'Hare Intl
6h 26m1 stop Philadelphia
American Airlines Logo
5:29 pm - 10:56 pmORD  Chicago O'Hare Intl-ART Watertown
4h 27m1 stop Philadelphia
$726American Airlines
Fri, Nov 20 - Sun, Nov 29
American Airlines Logo
6:05 pm - 11:31 pmART  Watertown-ORD Chicago O'Hare Intl
6h 26m1 stop Philadelphia
American Airlines Logo
5:29 pm - 10:56 pmORD  Chicago O'Hare Intl-ART Watertown
4h 27m1 stop Philadelphia
$728American Airlines
Wed, Mar 17 - Sat, Mar 20
American Airlines Logo
6:00 am - 2:29 pmART  Watertown-ORD Chicago O'Hare Intl
9h 29m2 stops Philadelphia Charlotte Douglas
American Airlines Logo
8:11 am - 5:22 pmORD  Chicago O'Hare Intl-ART Watertown
8h 11m2 stops Charlotte Douglas Philadelphia
$751American Airlines
Sat, Nov 21 - Sun, Nov 29
American Airlines Logo
6:05 pm - 11:31 pmART  Watertown-ORD Chicago O'Hare Intl
6h 26m1 stop Philadelphia
American Airlines Logo
5:29 pm - 10:56 pmORD  Chicago O'Hare Intl-ART Watertown
4h 27m1 stop Philadelphia
$780American Airlines
Booking Insights

Price, demand and travel trends for Watertown to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Watertown to Chicago O'Hare Intl Airport?

Round-trip flights from Watertown to Chicago O'Hare Intl Airport typically range from $323 to $455. The lowest price found in the past 5 days was $488, on American Airlines.

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Key details for Watertown to Chicago O'Hare Intl Airport flights

Cheapest flight

$488
Round-trip flight from Watertown to Chicago O'Hare Intl Airport

When to book flights from Watertown to Chicago

Are your dates flexible? Find out the best times to travel from Watertown to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Watertown to Chicago O'Hare Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Do I need a passport to fly from Watertown to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from Watertown to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $488 to $1,239. That means the highest observed fare was about 3x higher than the lowest one.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from Watertown to Chicago O'Hare Intl Airport?

    Flights from Watertown to Chicago O'Hare Intl Airport usually depart from Watertown (ART) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from Watertown to Chicago O'Hare Intl Airport pass through?

    Most connecting flights from Watertown to Chicago O'Hare Intl Airport pass through Philadelphia (PHL), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Watertown to Chicago O'Hare Intl Airport?

    Yes. Flexible dates can save you up to 30% on flights from Watertown to Chicago O'Hare Intl Airport. Friday is the cheapest departure day at $323 round-trip on average, while Monday is the most expensive at $455, a difference of $132.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Watertown and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Watertown (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Your guide to booking Watertown to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Friday departure and avoid flying on Monday. On this route, Friday flights average $323, about $132 less than Monday fares (29% savings) based on the last 12 months.

More options for your flight from Watertown to Chicago

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