How long is the flight from Chicago to Worcester, Massachusetts?

American Airlines can get you from Chicago to Worcester, Massachusetts in just under 17h 22m. Your travel time can differ by up to . There are 820 mi between Chicago and Worcester, Massachusetts.

What is the cheapest airline to fly from Chicago to Worcester, Massachusetts round-trip?

Delta, at $212, was found to be the cheapest airline from Chicago to Worcester, Massachusetts..

In terms of precipitation, rainfall in Worcester, Massachusetts ranges from 3.1 - 3.7 inches per month. March is typically the wettest month, when rainfall can reach 3.7 in. February is typically the driest time to visit Worcester, Massachusetts when rainfall is around 3.1 in.

If weather is an important factor for your trip to Worcester, Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

What is the cheapest day to fly round-trip from Chicago to Worcester, Massachusetts?

Travelers have found that booking a Wednesday departure is the best way to save up to 4% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Chicago to Worcester, Massachusetts?

Users have found that booking a flight from Chicago to Worcester, Massachusetts at least 53 days early can save you up to 93% on average compared to booking a flight this week. If booking 53 days before your flight isn’t an option for you, users have found flights from Chicago to Worcester, Massachusetts for as little as $207 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $382 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Worcester, Massachusetts?

The best pricing can be found in the month of September. Prices to Worcester, Massachusetts from Chicago average $234. You can even find prices in September for less than $234, as users have found deals to Worcester, Massachusetts from as low as $88. The month of April appears to be one of the more expensive times to travel to Worcester, Massachusetts from Chicago. Flying in the targeted month can save you up to 16%.

What is the cheapest time of day to fly from CHI to ORH?

It’s typically best to fly out from Chicago to Worcester, Massachusetts in the morning. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.

What airport do you fly into for flights to Worcester from Chicago?

Worcester (ORH) is the airport you will fly into if you book a flight from Chicago to Worcester. You should not have trouble finding flights to Worcester from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Worcester airport from Chicago. It is only a 3.8 mi journey from Worcester (ORH) to Worcester’s city center.

Can I find deals for flights from Chicago to Worcester that include hotel bookings?

Yes. In addition to deals on Chicago to Worcester flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Worcester?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Worcester.

Can I find deals for business class flights from Chicago to Worcester?

Yes. Cheapflights offers flight deals from Chicago to Worcester by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$99+ Flights from Chicago to Worcester, MA

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Cheap flight deals from Chicago to Worcester

Round-trip from	$154 (American Airlines)
One-way from	$99 (American Airlines)
Popular in	April
Cheapest in	September
Average price	$207

From Chicago (CHI) to Worcester

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One-way flight from Chicago (CHI) to Worcester

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find flight deals from Chicago to Worcester

Cheapest flights from Chicago to Worcester
Explore the most affordable flight options available from Chicago to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.

Mon 9/299:37 pmORD - ORH

1 stop17h 22mAmerican Airlines

Fri 10/34:23 pmORH - ORD

1 stop20h 57mAmerican Airlines

Deal found 9/14

$154

Wed 11/56:46 amORD - ORH

2 stops7h 16mAmerican Airlines

Sat 11/83:27 pmORH - ORD

2 stops16h 43mAmerican Airlines

Deal found 9/13

$169

Sat 10/117:09 pmORD - ORH

1 stop19h 41mAmerican Airlines

Sat 10/184:05 pmORH - ORD

1 stop16h 20mAmerican Airlines

Deal found 9/11

$171

Thu 11/65:00 amORD - ORH

2 stops9h 02mAmerican Airlines

Sat 11/83:27 pmORH - ORD

2 stops9h 31mAmerican Airlines

Deal found 9/13

$186

Thu 10/96:00 amORD - ORH

1 stop6h 58mDelta

Fri 10/243:18 pmORH - ORD

1 stop5h 07mDelta

Deal found 9/13

$222

Thu 10/95:22 amORD - ORH

2 stops9h 28mAmerican Airlines

Fri 10/244:17 pmORH - ORD

1 stop16h 08mAmerican Airlines

Deal found 9/13

$233

Sun 9/289:37 pmORD - ORH

1 stop17h 19mAmerican Airlines

Thu 10/24:23 pmORH - ORD

1 stop7h 16mAmerican Airlines

Deal found 9/12

$254

Best flights from Chicago to Worcester
Discover carefully curated flight deals from Chicago to Worcester that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 14, 2025.

Mon 9/299:37 pmORD - ORH

1 stop17h 22mAmerican Airlines

Fri 10/34:23 pmORH - ORD

1 stop20h 57mAmerican Airlines

Deal found 9/14

$154

Thu 10/96:00 amORD - ORH

1 stop6h 58mDelta

Fri 10/243:18 pmORH - ORD

1 stop5h 07mDelta

Deal found 9/13

$222

Wed 11/58:30 amORD - ORH

1 stop5h 32mAmerican Airlines

Sat 11/83:27 pmORH - ORD

2 stops9h 31mAmerican Airlines

Deal found 9/13

$164

Sat 10/117:09 pmORD - ORH

1 stop19h 41mAmerican Airlines

Sat 10/184:05 pmORH - ORD

1 stop16h 20mAmerican Airlines

Deal found 9/11

$171

Thu 11/65:00 amORD - ORH

2 stops9h 02mAmerican Airlines

Sat 11/83:27 pmORH - ORD

2 stops9h 31mAmerican Airlines

Deal found 9/13

$186

Thu 10/95:22 amORD - ORH

2 stops9h 28mAmerican Airlines

Fri 10/244:17 pmORH - ORD

1 stop16h 08mAmerican Airlines

Deal found 9/13

$233

Sun 9/289:37 pmORD - ORH

1 stop17h 19mAmerican Airlines

Thu 10/24:23 pmORH - ORD

1 stop7h 16mAmerican Airlines

Deal found 9/12

$254

Sat 9/207:00 amORD - ORH

1 stop7h 58mAmerican Airlines

Sun 9/214:23 pmORH - ORD

2 stops17h 41mAmerican Airlines

Deal found 9/11

$272

Last-minute flights from Chicago to Worcester
Discover last-minute flight deals from Chicago to Worcester. Data last updated September 14, 2025 and is based on user searches.

Sun 9/289:37 pmORD - ORH

1 stop17h 19mAmerican Airlines

Thu 10/24:23 pmORH - ORD

1 stop7h 16mAmerican Airlines

Deal found 9/12

$254

Mon 9/299:37 pmORD - ORH

1 stop17h 22mAmerican Airlines

Fri 10/34:23 pmORH - ORD

1 stop20h 57mAmerican Airlines

Deal found 9/14

$154

Thu 10/96:00 amORD - ORH

1 stop6h 58mDelta

Fri 10/243:18 pmORH - ORD

1 stop5h 07mDelta

Deal found 9/13

$222

Thu 10/95:22 amORD - ORH

2 stops9h 28mAmerican Airlines

Fri 10/244:17 pmORH - ORD

1 stop16h 08mAmerican Airlines

Deal found 9/13

$233

Sat 10/117:09 pmORD - ORH

1 stop19h 41mAmerican Airlines

Sat 10/184:05 pmORH - ORD

1 stop16h 20mAmerican Airlines

Deal found 9/11

$171

One-way flights from Chicago to Worcester
Search for one-way flight options from Chicago to Worcester. Find affordable one-way fares based on user searches. Data last updated September 14, 2025.

Wed 9/248:35 amORD - ORH

1 stop6h 24mAmerican Airlines

Deal found 9/13

$99

Mon 11/107:00 amORD - ORH

1 stop7h 23mDelta

Deal found 9/11

$109

Tue 11/115:32 amORD - ORH

2 stops8h 51mDelta

Deal found 9/11

$114

Mon 11/106:05 amORD - ORH

2 stops7h 57mAmerican Airlines

Deal found 9/14

$137

Fri 10/105:00 amORD - ORH

1 stop9h 50mAmerican Airlines

Deal found 9/12

$154

Sun 10/127:00 amORD - ORH

1 stop5h 58mDelta

Deal found 9/12

$170

Mon 10/136:00 amORD - ORH

1 stop6h 58mDelta

Deal found 9/13

$410

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Mon 9/29

9:37 pm-3:59 pm

1 stop17h 22m

Worcester

Fri 10/3

4:23 pm-12:20 pm

1 stop20h 57m

$154

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 11/5

8:30 am-3:02 pm

1 stop5h 32m

Worcester

Sat 11/8

3:27 pm-11:58 pm

2 stops9h 31m

$164

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 10/11

7:09 pm-3:50 pm

1 stop19h 41m

Worcester

Sat 10/18

4:05 pm-7:25 am

1 stop16h 20m

$171

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 11/6

5:00 am-3:02 pm

2 stops9h 02m

Worcester

Sat 11/8

3:27 pm-11:58 pm

2 stops9h 31m

$186

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 10/9

6:00 am-1:58 pm

1 stop6h 58m

Worcester

Fri 10/24

3:18 pm-7:25 pm

1 stop5h 07m

$222

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 10/9

5:22 am-3:50 pm

2 stops9h 28m

Worcester

Fri 10/24

4:17 pm-7:25 am

1 stop16h 08m

$233

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sun 9/28

9:37 pm-3:56 pm

1 stop17h 19m

Worcester

Thu 10/2

4:23 pm-10:39 pm

1 stop7h 16m

$254

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 9/20

7:00 am-3:58 pm

1 stop7h 58m

Worcester

Sun 9/21

4:23 pm-9:04 am

2 stops17h 41m

$272

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 9/24

8:35 am-3:59 pm

1 stop6h 24m

$99

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 11/12

7:00 am-3:23 pm

1 stop7h 23m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 12 results

Best time to book a flight from Chicago to Worcester

Have a flexible travel schedule? Discover the best time to fly to Worcester from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Worcester

What is the cheapest month to book a flight from Chicago to Worcester, Massachusetts?

Currently, August is the cheapest month in which you can book a flight from Chicago to Worcester, Massachusetts (average of $182). Flying from Chicago to Worcester, Massachusetts in December is currently the most expensive (average of $293). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

What airport do you fly into for flights to Worcester from Chicago?
Worcester (ORH) is the airport you will fly into if you book a flight from Chicago to Worcester. You should not have trouble finding flights to Worcester from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Worcester airport from Chicago. It is only a 3.8 mi journey from Worcester (ORH) to Worcester’s city center.
How long is the flight from Chicago to Worcester, Massachusetts?
American Airlines can get you from Chicago to Worcester, Massachusetts in just under 17h 22m. Your travel time can differ by up to . There are 820 mi between Chicago and Worcester, Massachusetts.
What is the cheapest airline to fly from Chicago to Worcester, Massachusetts round-trip?
Delta, at $212, was found to be the cheapest airline from Chicago to Worcester, Massachusetts..
Can I find deals for flights from Chicago to Worcester that include hotel bookings?
Yes. In addition to deals on Chicago to Worcester flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Worcester?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Worcester.
Can I find deals for business class flights from Chicago to Worcester?
Yes. Cheapflights offers flight deals from Chicago to Worcester by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Worcester, Massachusetts?
Currently, August is the cheapest month in which you can book a flight from Chicago to Worcester, Massachusetts (average of $182). Flying from Chicago to Worcester, Massachusetts in December is currently the most expensive (average of $293). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Chicago to Worcester

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$212	Average$293	FlexibilityNo cancel fee	On-timeN/A

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$99+ Cheap flights from Chicago (CHI) to Worcester, MA (ORH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Worcester with Cheapflights

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Cheap flight deals from Chicago to Worcester

Round-trip from

One-way from

Popular in

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Find flight deals from Chicago to Worcester

Cheapest flights from Chicago to WorcesterExplore the most affordable flight options available from Chicago to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.

Explore the most affordable flight options available from Chicago to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Worcester that are best for you.

Best time to book a flight from Chicago to Worcester

Have a flexible travel schedule? Discover the best time to fly to Worcester from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Worcester

What is the cheapest month to book a flight from Chicago to Worcester, Massachusetts?

Related info for your journey

Find useful and relevant information for your journey from Chicago to Worcester. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Worcester from Chicago?

How long is the flight from Chicago to Worcester, Massachusetts?

What is the cheapest airline to fly from Chicago to Worcester, Massachusetts round-trip?

Can I find deals for flights from Chicago to Worcester that include hotel bookings?

How can I find direct flights from Chicago to Worcester?

Can I find deals for business class flights from Chicago to Worcester?

What is the cheapest month to book a flight from Chicago to Worcester, Massachusetts?

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Alternative routes for Chicago to Worcester

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Top airline flying from Chicago to Worcester

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Cheapest flights from Chicago to Worcester
Explore the most affordable flight options available from Chicago to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 14, 2025.