$98 Flights from Chicago (CHIA) to Worcester (ORH)

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Find the cheapest month to fly from Chicago to Worcester from $98 one-way

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Worcester flights are currently cheapest in March.

Chicago to Worcester: Flight information

The things to know before you go.
Cheapest flight found$98
Cheapest month to flyMarch

Finding cheap flights from Chicago to Worcester: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Worcester is $162. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Worcester. But we found flights with one stop from $162.
There are no flights flying from Chicago to Worcester, as of February 2026.
The cheapest month to fly from Chicago to Worcester is usually February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Worcester Airport on Friday, February 27, 2026.
No airlines currently offer direct flights between Chicago and Worcester Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Worcester but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Worcester is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Worcester is American Airlines.

Traveling from Chicago to Worcester Regional Airport (ORH): What you need to know

  • Begin your trip planning by checking out the most convenient place to catch your flight from Chicago to Worcester Regional Airport (ORH). Explore your options for leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Worcester Regional Airport is located in Worcester. The city operates on the UTC-4 timezone and is one hour ahead of Chicago.

  • Leave enough time to catch your flight from Chicago to ORH. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.

  • Longer lines at check-in and security are likely if you're traveling during high season, so allow some extra breathing space. The recommendation for peak periods? Arrive up to four hours early for international flights and two hours for domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is around 25 miles from central Chicago. If you're driving, catching a cab or ride-sharing from the center, it'll take 35 minutes or so to get there, depending on traffic. If you're taking public transport, expect the trip time to be around 55 minutes.

  • Searching for a convenient hotel close to O'Hare International Airport? If you're catching an early flight from Chicago to Worcester Regional Airport, these accommodation options will put you just around the corner from the terminal:

  • Of the departures from O'Hare International Airport, 74.85% touch down on time at their destination.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 12 miles from central Chicago. It takes 20 minutes or so to get to the airport if you're driving from the city center. Public transport takes approximately 45 minutes.

  • Catching the earliest flight? You might like to check in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to ORH flight:

  • As far as flight punctuality goes, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The trip to RFD from central Chicago is around 4 hours 15 minutes by public transport. If you prefer to travel by car, it'll take you about 1 hour 25 minutes to cover the 85 miles or so.

  • Rest a little longer, move a little slower, and still make your Chicago to Worcester Regional Airport flight with time to spare. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're jetting off early:

  • The on-time performance record of RFD is 76.19%. To put it simply, that's how often flights from this airport arrive at their destination as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Worcester Regional Airport (ORH)

  • Get off your flight from Chicago to Worcester Regional Airport and be relaxing in your hotel bed soon after. If you need a comfortable option a short journey from ORH, check out Holiday Inn Express Worcester.

  • The address for ORH is 375 Airport Drive.

Getting from Worcester Regional Airport (ORH) to central Worcester

  • The center of Worcester is around 4 miles from Worcester Regional Airport. Travel times by car rental or cab will vary based on traffic conditions and time of day, so do some research before you go.

  • When traveling on public transport, expect a journey time of about 1 hour 20 minutes.

How to find the cheapest flights from Chicago to Worcester Regional Airport (ORH)

  • The lowest price we've found for a one-way ticket from Chicago to Worcester Regional Airport is $98. For a return flight on this route, the best price is $162. Depending on when you book and the availability, these fares may change.

  • Don't leave things to the last minute. You're more likely to find cheap flights from Chicago to ORH if you book ahead. Airlines often offer some excellent early bird discounts.

  • The 'Whole month' search tool will show you the cheapest Chicago to Worcester Regional Airport tickets across the month. It's an easy way to snap up a bargain if your dates are flexible.

  • Never miss a deal on plane tickets from Chicago to ORH by creating a Price Alert. We'll send you an email or notification on the app when fares go down.

  • Discover the best deal on a flight from Chicago to Worcester Regional Airport with the help of the filters. Choose your ideal arrival and departure times, airlines and number of stops. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best.'

The best time to fly from Chicago to Worcester Regional Airport (ORH)

  • It's time to figure out when to book your flight from Chicago to Worcester Regional Airport (ORH). July is the busiest month to travel to Worcester. If crowds aren't your thing, go in May.

  • Book a Chicago to ORH plane ticket departing in July if you want to visit the city during its warmest month. You can expect temperatures in Worcester to range from 59ºF to 84ºF.

  • Look for cheap tickets from Chicago to Worcester Regional Airport in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 12ºF and 39ºF.

More about Worcester

  • Once you've booked your flight from Chicago to Worcester Regional Airport, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Worcester:

  • There are so many things to explore in this city, it can be tricky to work out where to start. Worcester Art Museum, Redemption Rock Brewing and Union Station are highlights which should feature on any good Worcester itinerary.

Explore more of the United States

  • You've visited Worcester, now it's time to discover more of the United States. Journey around 150 miles south-west to New York to tick off its leading attractions. From Central Park to Manhattan Skyline and Statue of Liberty, you'll have a full itinerary ahead.

  • Newark is another favorite destination in the United States and is around 160 miles south-west of Worcester. No trip is complete without experiencing New Jersey Performing Arts Center, Aljira, a Center for Contemporary Art and Newark Symphony Hall.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.