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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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORH
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

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
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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 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
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
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/308:29 pmORD - ORH
2 stops18h 30mAmerican Airlines
Sat 10/44:24 pmORH - ORD
2 stops8h 24mAmerican Airlines
Deal found 9/15$169
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/117:09 pmORD - ORH
1 stop19h 41mAmerican Airlines
Sat 10/184:05 pmORH - ORD
1 stop16h 20mAmerican Airlines
Deal found 9/15$171
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/27:00 amORD - ORH
1 stop6h 38mDelta
Tue 10/73:18 pmORH - ORD
1 stop6h 19mDelta
Deal found 9/15$212
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/316:45 amORD - ORH
1 stop8h 05mAmerican Airlines
Sun 11/23:27 pmORH - ORD
1 stop8h 28mAmerican Airlines
Deal found 9/15$223
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/48:35 amORD - ORH
1 stop6h 23mAmerican Airlines
Mon 10/64:17 pmORH - ORD
1 stop16h 08mAmerican Airlines
Deal found 9/15$224
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/96:00 amORD - ORH
1 stop6h 58mDelta
Fri 10/243:18 pmORH - ORD
2 stops9h 40mDelta
Deal found 9/16$232

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 September 16, 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

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

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 10/2

7:00 am-2:38 pm

1 stop6h 38m

Worcester

Tue 10/7

3:18 pm-8:37 pm

1 stop6h 19m

$212

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 10/2

7:00 am-2:38 pm

1 stop6h 38m

Worcester

Mon 10/6

3:18 pm-8:37 pm

1 stop6h 19m

$222

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

Fri 10/3

7:00 am-2:38 pm

1 stop6h 38m

Worcester

Tue 10/7

3:18 pm-11:59 pm

2 stops9h 41m

$222

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 10/3

7:00 am-2:38 pm

1 stop6h 38m

Worcester

Mon 10/6

3:18 pm-8:37 pm

1 stop6h 19m

$222

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 10/31

6:45 am-3:50 pm

1 stop8h 05m

Worcester

Sun 11/2

3:27 pm-10:55 pm

1 stop8h 28m

$223

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 12/24

6:40 am-1:11 pm

1 stop5h 31m

Worcester

Wed 12/31

12:15 pm-8:42 am

1 stop21h 27m

$224

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 10/4

8:35 am-3:58 pm

1 stop6h 23m

Worcester

Mon 10/6

4:17 pm-7:25 am

1 stop16h 08m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 18 results
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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

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 38m. Your travel time can differ by up to 10h 44m. 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, 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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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$212Average$293FlexibilityNo cancel feeOn-timeN/A

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