Find Cheap Flights from Watertown to Chicago (ART - CHI)

Flights overview

Useful information for finding cheap flights from Watertown to Chicago and booking your next trip

Cheapest round-trip flights	$278	American 1 stop 7 hr Fri, May 29 — Fri, Jun 5	The cheapest round-trip flight from Watertown to Chicago is currently $278
Cheapest one-way flight	$227	American 2 stops 19 hr Fri, May 29	The cheapest one-way flight from Watertown to Chicago is currently $227
Last-minute weekend getaway	$464	American 2 stops 8 hr Sat, May 9 — Sun, May 10	The cheapest last-minute weekend getaway from Watertown to Chicago is currently $464
Cheapest business class flights	$633	American 2 stops 9 hr Sat, May 30 — Fri, Jun 5	The cheapest business class round-trip flight from Watertown to Chicago is currently $633

Fastest flight	5 hr 7 min	The fastest flight with stops from Watertown to Chicago takes 5 hr 7 min
Nonstop flights	None	There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Watertown to Chicago is typically January. The most expensive month to fly is typically July.

January Cheapest	Typical prices: $215–465
July Most expensive	Typical prices: $350–590

Popular airlines from Watertown to Chicago

American

from $278

Typical price: $255–540

984 weekly connecting flights

ART - ORD Every day

Popular airports near Watertown

Syracuse Hancock International Airport (SYR)

Syracuse United States 1 hr 22 min 60 mi
Frederick Douglass Greater Rochester International Airport (ROC)

Rochester United States 2 hr 25 min 106 mi
Albany International Airport (ALB)

Albany United States 2 hr 59 min 135 mi
Buffalo Niagara International Airport (BUF)

Buffalo United States 3 hr 10 min 158 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Watertown to Chicago

The cheapest flights from Watertown to Chicago are usually in January. Typical ticket prices in January range from $215 to $465.

The cheapest round-trip flight from Watertown to Chicago recently found on Google Flights was with American from $278. The cheapest one-way flight was with American from $227.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest American flight from Watertown to Chicago is $278, flying from May 29 to Jun 5.

The cheapest round-trip flight from Watertown to Chicago starts at $278 from Fri, May 29 to Fri, Jun 5. The cheapest one-way flight starts at $227 and departs on Fri, May 29.

5 hr 7 min is the shortest flight time from Watertown to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Watertown to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Watertown to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Watertown to Chicago.

In terms of flights, American is the most popular. American offers 984 connecting flights per week. American flies from Watertown International Airport (ART) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Watertown and Chicago.

The cheapest round-trip flight from Watertown to Chicago recently found on Google Flights was with American from $278. The cheapest one-way flight was with American from $227.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest American flight from Watertown to Chicago is $278, flying from May 29 to Jun 5.

No airline flies direct from Watertown to Chicago.

There are 984 American connecting flights from Watertown to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Watertown and Chicago at price $464 is offered by American from Sat, May 9 to Sun, May 10.

No airline flies direct from Watertown to Chicago.

There are 984 American connecting flights from Watertown to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are no direct flights from Watertown to Chicago.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Watertown to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Watertown and Chicago start at $633 from Sat, May 30 to Fri, Jun 5 with American.

The cheapest economy class round-trip flights between Watertown and Chicago start at $278 from Fri, May 29 to Fri, Jun 5.

To book business class trips from Watertown to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Watertown and Chicago starts at $464 from Sat, May 9 to Sun, May 10 with American.

The cheapest last-minute deal between Watertown and Chicago at price $464 is offered by American from Sat, May 9 to Sun, May 10.

To find last-minute flight deals from Watertown to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.