Cheap Flights from Chicago (MDW) to Salisbury (SBY)

Popular airlines from Chicago Midway Airport (MDW) to Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)

Flights from Chicago (MDW) to Salisbury (SBY)
Origin airport
Midway Intl.
Destination airport
Salisbury - Ocean City Wicomico Regional
Distance
688 mi

Chicago to Salisbury Flights

The cheapest times to fly from Chicago to Salisbury

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

 

The best time to book a flight from Chicago to Salisbury

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

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 Salisbury 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 Salisbury 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 Salisbury 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 Salisbury - Ocean City Wicomico Regional Airport (SBY) cost?
Snag a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY)?
Flying in may help you find better deals, as it's the cheapest month for flights between MDW and SBY. You'll often find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from MDW to SBY. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY)?
There aren't any daily direct flights from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from MDW to SBY?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*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 Salisbury - Ocean City Wicomico Regional Airport (SBY)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY) route, travel before 3 PM. Later flights have a 22% higher chance of being canceled.**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 Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY) last-minute?
Last-minute fares from MDW to SBY are generally more expensive. For the cheapest rates, start searching for flights as soon as possible. That being said, if you're flexible with your travel dates, you may score a cheap fare right before you leave.
Is it cheaper to book a MDW to SBY flight and hotel package?
You'll typically save money by booking a MDW to SBY flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. Once you've selected your preferred flights and accommodations, you can add extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Salisbury - Ocean City Wicomico Regional Airport (SBY)?
In most instances, you're able to reschedule or cancel your MDW to SBY flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you'd like further details, head to our Customer Service portal.

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*Available to One Key members.