Cheap Flights from Chicago (ORD) to Danbury (DXR)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)

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Alternative airports near Danbury

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Westchester County HPN. Cheapest option available. Average driving time to city center is 38 minutes. Flights from $493
HPN
Westchester County
Cheapest
Average driving time to city center38 min
Flights from $493
Flights from Chicago (ORD) to Danbury (DXR)
Origin airport
O'Hare Intl.
Destination airport
Danbury Municipal
Distance
744 mi

Chicago to Danbury Flights

The cheapest times to fly from Chicago to Danbury

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Danbury are during the month of . You can find some of the cheapest flights from Chicago to Danbury with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Danbury

Sunday is one of the best days to book for cheap flights from Chicago to Danbury: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Danbury

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Danbury in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Danbury flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Danbury airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal) cost?
Secure a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)?
Planning your trip for is a great way to save, as it's the cheapest month for flights between ORD and DXR. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll fly you from ORD to DXR. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)?
Nonstop flights from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to DXR?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)?
Select a flight from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal) that takes off before 3 PM to reduce the risk of delays and cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Danbury from O'Hare Intl. Airport (ORD)?
You can land at any of these Danbury airports following your direct flight from O'Hare Intl. Airport (ORD):

  • LaGuardia Airport (LGA)
  • Liberty Intl. Airport (EWR)
  • John F. Kennedy Intl. Airport (JFK)
  • Bradley Intl. Airport (BDL)
  • Westchester County Airport (HPN)

Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal) last-minute?
Waiting until just before your departure to book your flight from ORD to DXR often results in higher prices. Although you may find some last-minute offers, they're not always guaranteed. Allow some flexibility in your schedule to boost your chances of scoring a bargain.
Is it cheaper to book an ORD to DXR flight and hotel package?
Opting for an ORD to DXR flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our wide range of stays and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Danbury, CT (DXR-Danbury Municipal)?
If you reserved your ORD to DXR flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

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