Popular airlines from Chicago Midway Airport (MDW) to Worcester, MA (ORH-Worcester Regional)

Cheap Flights from Chicago to Worcester (MDW-ORH)

Prices were available within the past 7 days and start at $250 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH) cost?
Lock in a cheap one-way flight from $250 or cheap return flight from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH) 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 Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH)?
Planning your getaway for is a great way to save, as it's the cheapest month for flights between MDW and ORH. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to ORH. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH)?
You'll need to book a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to ORH?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary depending on various factors, including the airline and season.*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 Worcester Regional Airport (ORH)?
To reach Worcester Regional Airport (ORH) on time, select a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Worcester from Midway Intl. Airport (MDW)?
Board a direct flight from Midway Intl. Airport (MDW) to Worcester and land at any one of these airports:

  • Logan Intl. Airport (BOS)
  • Bradley Intl. Airport (BDL)
  • T.F. Green Airport (PVD)

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH) last-minute?
Last-minute bookings from MDW to ORH are typically more expensive. For the best rates, start looking for flights early. That being said, if your travel plans are flexible, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a MDW to ORH flight and hotel package?
Securing a MDW to ORH flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our extensive range of hotels and then add flights, car rentals and activities 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 Midway Intl. Airport (MDW) to Worcester Regional Airport (ORH)?
In most cases, you can cancel or reschedule your MDW to ORH flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you'd like more details, head to our Customer Service portal.

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Chicago to Worcester Flights

The cheapest times to fly from Chicago to Worcester

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

 

The best time to book a flight from Chicago to Worcester

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

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 Worcester in 2025. You can also book with separate airlines for your outbound and return journeys, from $250 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 Worcester 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 Worcester 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 Worcester Flights

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*Available to One Key members.