Cheap Flights from Chicago (MDW) to Westerly (WST)

Popular airlines from Chicago Midway Airport (MDW) to Westerly, RI (WST-Westerly State)

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Flights from Chicago (MDW) to Westerly (WST)
Origin airport
Midway Intl.
Destination airport
Westerly State
Distance
822 mi

Chicago to Westerly Flights

The cheapest times to fly from Chicago to Westerly

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

 

The best time to book a flight from Chicago to Westerly

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

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 Westerly 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 Westerly 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 Westerly 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 Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State) cost?
Discover the latest flight deals from MDW to WST by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to WST?
The cheapest flights from MDW to WST are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to WST?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to WST. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State)?
There are no daily nonstop flights departing from Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from MDW to WST?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary based on the season, airline 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 Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State)?
To arrive at Westerly, RI (WST-Westerly State) without delays, book a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 Westerly from Midway Intl. Airport (MDW)?
You'll touch down at Bradley Intl. Airport (BDL) or T.F. Green Airport (PVD) when you travel to Westerly on a direct flight from Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State) last-minute?
Last-minute bookings from MDW to WST are usually more expensive. To secure the best prices, start looking for flights early. That being said, if your travel plans are flexible, you may land a cheap ticket right before your journey.
Is it cheaper to book a MDW to WST flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to WST flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the hassle out of travel planning. Just secure your flights and choose from our extensive range of stays, then tailor your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Westerly, RI (WST-Westerly State)?
It's generally possible to cancel or reschedule your MDW to WST flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

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