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Find cheap flights from Watertown to Chicago

1 adult
0 bags
Wed 5/29
Wed 6/5

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Watertown to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Watertown to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,983,279 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Flights from Watertown to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Watertown to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Watertown to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Watertown to Chicago.
Our data shows that the cheapest route for a one-way flight from Watertown to Chicago cost $113 and was between Watertown and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $227.

What’s the cheapest day of the week to fly from Watertown to Chicago?

The average price of all flights from Watertown to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Tuesday and more expensive on a Thursday. On your return trip to Watertown, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

Which airlines fly non-stop between Watertown and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Watertown to Chicago.
There is just one airline that flies from Watertown to Chicago direct and that is Denver Air Connection. The best one-way deal found from Denver Air Connection for the route is $192.

How many flights are there between Watertown and Chicago per day?

There is a maximum of 1 nonstop flight a day that takes off from Watertown and lands in Chicago, with an average flight time of 1h 40m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 6 flights.

Which cabin class options are there for flights between Watertown and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

What’s the earliest departure time from Watertown to Chicago?

Early birds can take the earliest flight from Watertown at 8:45 am and will be landing in Chicago at 10:25 am.

What’s the latest departure time from Watertown to Chicago?

If you prefer to fly at night, the latest flight from Watertown to Chicago jets off at 8:45 am and lands at 10:25 am.

Good to know

Low season

August

High season

December
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 6% increase in price.

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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Watertown to Chicago

  • Do I need a passport to fly between Watertown and Chicago?

    A passport is not required to fly from Watertown to Chicago.

  • Which aircraft models fly most regularly from Watertown to Chicago?

    The Embraer ERJ-145 is the aircraft model that flies most regularly on the Watertown to Chicago flight route.

  • On which days can I fly direct from Watertown to Chicago?

    You can catch a nonstop flight from Watertown to Chicago on on Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday.

  • How does KAYAK find such low prices on flights from Watertown to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Watertown to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Watertown to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Watertown is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Watertown to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Watertown with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Watertown to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Watertown up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Watertown to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $227 or less round-trip.

Prefer to fly non-stop from Watertown to Chicago?

Find which airlines fly direct from Watertown to Chicago, which days they fly and book direct flights.

Nonstop departures

Watertown to Chicago

Monday

Denver Air Connection

Denver Air Connection

Tuesday

Denver Air Connection

Denver Air Connection

Wednesday

Denver Air Connection

Denver Air Connection

Thursday

Denver Air Connection

Denver Air Connection

Friday

Denver Air Connection

Denver Air Connection

Sunday

Denver Air Connection

Denver Air Connection

See more direct flights

Nonstop returns

Chicago to Watertown

Monday

Denver Air Connection

Denver Air Connection

Tuesday

Denver Air Connection

Denver Air Connection

Wednesday

Denver Air Connection

Denver Air Connection

Thursday

Denver Air Connection

Denver Air Connection

Friday

Denver Air Connection

Denver Air Connection

Sunday

Denver Air Connection

Denver Air Connection

See more direct flights
See more direct flights

Top airline flying from Watertown to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Watertown to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Watertown to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.6
Denver Air ConnectionOverall score based on 6 reviews
9.3Comfort
8.6Food
8.6Boarding
10.0Crew
8.6Entertainment
Airline reviews

Absolutely easy travels and no cost cutting by the airline.

10.0 ExcellentRebecca, Sep 2023ORD - IWD
Read more about Denver Air Connection reviews

Absolutely easy travels and no cost cutting by the airline.

Their snacks and hospitality was amazing. They offered full sized snacks. Im talking full sized water bottles, full sized snickers bars, gold fish, full sized canned sodas, what ever you wanted they took care of it for FREE. The crew was really nice and hospitable. I was honestly shocked

Book cheap flights from Watertown to Chicago

One-way flight deals

multi-stopMultiple Airlines
522 miATY-CHI

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Watertown - Chicago Flights

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$227

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