Cheap Flights from Chicago (ORD) to Montauk (MTP)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Montauk, NY (MTP)

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP) cost?
Get a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP)?
is the most affordable month to fly from ORD to MTP. Avoiding peak travel times is often the key to finding a great deal.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll take you from ORD to MTP. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP)?
Direct flights from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to MTP?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary based on a number of factors, including the time of year and airline.*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 Montauk, NY (MTP)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Montauk, NY (MTP) route, aim to fly before 3 PM. Later departures have a 22% higher chance of cancellation.**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.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP) last-minute?
Holding off until just before your departure to book your flight from ORD to MTP often results in higher prices. While it's possible to find some last-minute offers, there's no guarantee. Be flexible with your itinerary for a better chance of landing a bargain.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Montauk, NY (MTP)?
If you booked your ORD to MTP flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Montauk
Distance
827 mi

Book with confidence

Book with confidence

Chicago to Montauk Flights

The cheapest times to fly from Chicago to Montauk

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 Montauk are during the month of . You can find some of the cheapest flights from Chicago to Montauk with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Montauk

Sunday is one of the best days to book for cheap flights from Chicago to Montauk: 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 Montauk

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 Montauk 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 Montauk 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 Montauk 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.

 

Chicago to Montauk Flights

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*Available to One Key members.