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Worcester

$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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORH
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap 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 December 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:45 pmORD - ORH
1 stop15h 26mAmerican Airlines
Tue 12/301:45 pmORH - ORD
1 stop21h 18mAmerican Airlines
Deal found 12/4$182
This American Airlines deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:00 amORD - ORH
1 stop9h 05mAmerican Airlines
Mon 12/153:27 pmORH - ORD
1 stop8h 27mAmerican Airlines
Deal found 12/2$192
This American Airlines deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:40 pmORD - ORH
2 stops15h 37mAmerican Airlines
Sun 12/211:45 pmORH - ORD
2 stops18h 45mAmerican Airlines
Deal found 12/2$207
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:45 amORD - ORH
2 stops7h 20mAmerican Airlines
Mon 12/221:45 pmORH - ORD
1 stop21h 18mAmerican Airlines
Deal found 12/3$222
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:30 pmORD - ORH
1 stop20h 41mAmerican Airlines
Sun 12/281:45 pmORH - ORD
1 stop21h 18mAmerican Airlines
Deal found 12/3$242
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:19 pmORD - ORH
1 stop16h 58mAmerican Airlines
Sun 12/281:45 pmORH - ORD
1 stop21h 18mAmerican Airlines
Deal found 12/3$252
This Delta deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:45 amORD - ORH
1 stop6h 40mDelta
Tue 12/164:05 pmORH - ORD
1 stop7h 25mDelta
Deal found 12/2$262
This American Airlines deal was found by Cheapflights users on 12/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:30 pmORD - ORH
1 stop20h 41mAmerican Airlines
Fri 12/261:45 pmORH - ORD
1 stop18h 16mAmerican Airlines
Deal found 12/3$263

Find flight deals from Chicago to Worcester

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Worcester (ORH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$154
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$252
Provider with most accurate pricing for Chicago (CHI)-Worcester flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Worcester flights.
Search Deals
From Chicago (CHI) to Worcester
Search Deals
One-way flight from Chicago (CHI) to Worcester
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Worcester that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 4, 2025.
Use the filters below to find and compare flights from Chicago to Worcester that are best for you.

Fly from

Chicago

Fly to

Worcester

Route

Depart

Return

Price

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 1/20

6:39 am-1:53 pm

1 stop6h 14m

Worcester

Fri 1/23

2:18 pm-9:01 am

2 stops19h 43m

$164

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sun 1/4

6:46 pm-1:17 pm

1 stop17h 31m

Worcester

Sat 1/10

2:23 pm-6:34 pm

1 stop5h 11m

$173

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 2/3

7:10 am-3:36 pm

1 stop7h 26m

Worcester

Mon 2/9

4:16 pm-10:34 pm

1 stop7h 18m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 2/4

9:35 am-3:36 pm

1 stop5h 01m

Worcester

Mon 2/9

4:16 pm-10:34 pm

1 stop7h 18m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 12/17

8:29 am-3:05 pm

1 stop5h 36m

Worcester

Sun 12/21

1:45 pm-10:03 am

1 stop21h 18m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 2/6

9:35 am-3:36 pm

1 stop5h 01m

Worcester

Mon 2/9

4:16 pm-10:34 pm

1 stop7h 18m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sun 1/11

7:10 am-3:36 pm

1 stop7h 26m

Worcester

Sun 1/18

4:16 pm-10:34 pm

1 stop7h 18m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Mon 12/29

6:40 am-1:17 pm

1 stop5h 37m

$99

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 12/30

6:40 am-1:17 pm

1 stop5h 37m

$134

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Mon 3/23

10:50 am-3:48 pm

1 stop3h 58m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 11 results
1
2

Compare providers for flights from Chicago to Worcester

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Worcester in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Worcester, Massachusetts flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Worcester, Massachusetts flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Worcester, Massachusetts flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Worcester, Massachusetts flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Worcester, Massachusetts flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, September is the cheapest month in which you can book a flight from Chicago to Worcester, Massachusetts (average of $91). Flying from Chicago to Worcester, Massachusetts in February is currently the most expensive (average of $138). 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

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?

    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 and Delta can get you from Chicago to Worcester, Massachusetts in just under 6h 14m. Your travel time can differ by up to 1h 12m. There are 820 mi between Chicago and Worcester, Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, September is the cheapest month in which you can book a flight from Chicago to Worcester, Massachusetts (average of $91). Flying from Chicago to Worcester, Massachusetts in February is currently the most expensive (average of $138). 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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Alternative routes for Chicago to Worcester

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Chicago to Worcester

Discover the top airline that operate flights from Chicago to Worcester. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$212Average$293FlexibilityNo cancel feeOn-timeN/A

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