Cheap flights from Chicago to Boston from $85
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Boston departing on 7/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Worcester, Massachusetts
Our best American Airlines deals on Chicago to Worcester, Massachusetts flight tickets
Delta flights from Chicago to Worcester, Massachusetts
Our best Delta deals on Chicago to Worcester, Massachusetts flight tickets
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How to get the cheapest flight ticket from Chicago to Worcester, Massachusetts
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Worcester, Massachusetts?
The cheapest day to depart from Chicago to Worcester, Massachusetts is on a Thursday. Travelers who choose to depart for Worcester, Massachusetts on a Thursday will often find tickets for as low as $258. On the other hand, Friday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $270.
What is the cheapest time of day to depart on your flight to Worcester, Massachusetts?
The cheapest time of day to fly to Worcester, Massachusetts is in the morning when flights can be purchased for as low as $228. Flights in the evening are often more expensive with an average ticket price of $295.
What is the cheapest airline that flies from Chicago to Worcester?
American Airlines and Delta are the most popular carriers operating from Chicago to Worcester
What airlines fly to Worcester, Massachusetts?
American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Worcester, Massachusetts from Chicago according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Worcester, Massachusetts. Keep in mind that there are 7 different airlines that fly to Worcester, Massachusetts on a routine basis, so you have a few additional options to choose from.
When to book flights from Chicago to Worcester, Massachusetts
Cheap Chicago to Worcester, Massachusetts (CHI to ORH) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Worcester, Massachusetts
Best Price Found | $85 |
|---|---|
Fastest flight time | 4h 31m |
Direct flights | None |
Airports in Worcester, Massachusetts | 1 airport |
How far is Chicago to Worcester by plane?
Worcester is 810.4 mi away from Chicago. Typically, this will take 4h 31m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Worcester Airport?
Prices for flights from Chicago to Worcester Airport refresh daily.
How many operators does momondo search for flights from Chicago to Worcester Airport?
As of June 2025, there is 1 operator available to choose from for flights from Chicago to Worcester Airport.
How old do you have to be to fly from Chicago to Worcester Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Worcester Airport.
What documentation or ID do you need to fly to Worcester Airport?
The travel and health documents required for your trip to Worcester Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Worcester Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Best airlines flying from Chicago to Worcester, Massachusetts
Compare and see reviews for airlines that fly from Chicago to Worcester, Massachusetts with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $218 | Free Cancellation | Rating 8.0 7,950 reviews |
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Worcester?
Finding the right flight to Worcester from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Worcester quick and easy, saving you time and money.
Can I find flights from Chicago to Worcester with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Worcester from Chicago with this policy.
How can momondo help me find flights from Chicago to Worcester?
Once you have performed a search for Chicago to Worcester flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Worcester right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Worcester now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Worcester and let you know when they change.