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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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORH
Sep 11 — Sep 181
Fri 9/11
Fri 9/18
1 adult, Economy
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Find cheap flights from Chicago to Worcester with Cheapflights

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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 August 12, 2026.

This American Airlines deal was found by Cheapflights users on 8/11. 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 9/86:45 am -
1 stop9h 13m
Fri 9/115:16 pm -
1 stop21h 53m
Deal found 8/11$208
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/178:45 am -
1 stop7h 04m
Mon 9/215:16 pm -
1 stop5h 14m
Deal found 8/10$224
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/211:40 am -
1 stop4h 18m
Wed 9/95:16 pm -
1 stop7h 40m
Deal found 8/7$246
This American Airlines deal was found by Cheapflights users on 8/8. 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 9/56:45 am -
1 stop9h 13m
Sun 9/65:23 pm -
1 stop15h 07m
Deal found 8/8$250
This American Airlines deal was found by Cheapflights users on 8/9. 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 9/26:45 am -
1 stop9h 13m
Sat 9/55:23 pm -
1 stop19h 48m
Deal found 8/9$255
This Delta deal was found by Cheapflights users on 8/7. 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.
Wed 9/26:59 am -
2 stops9h 01m
Wed 9/94:20 pm -
1 stop6h 58m
Deal found 8/7$256
This American Airlines deal was found by Cheapflights users on 8/9. 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 8/266:45 am -
1 stop9h 13m
Sat 8/295:23 pm -
1 stop19h 48m
Deal found 8/9$260
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 9/119:30 am -
1 stop5h 07m
Mon 9/144:20 pm -
1 stop6h 58m
Deal found 8/11$270
This Delta deal was found by Cheapflights users on 8/9. 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 10/87:00 am -
1 stop6h 58m
Tue 10/134:15 pm -
1 stop5h 28m
Deal found 8/9$273
This KAYAK deal was found by Cheapflights users on 8/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:29 am -
1 stop9h 20m
Fri 9/185:16 pm -
1 stop18h 40m
Deal found 8/11$288

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 August 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$208
(American Airlines)

One-way from

$99
(Delta)

Popular in

July

Cheapest in

January

Average price

$268
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. 9% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
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 August 12, 2026.
Use the filters below to find and compare flights from Chicago to Worcester that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Wed 9/2

6:59 am-5:00 pm

2 stops9h 01m

Worcester

Wed 9/9

4:20 pm-10:18 pm

1 stop6h 58m

$256
Quickest round-trip

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Thu 10/22

8:36 am-2:58 pm

1 stop5h 22m

Worcester

Mon 10/26

4:15 pm-8:43 pm

1 stop5h 28m

$270

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 9/11

9:30 am-3:37 pm

1 stop5h 07m

Worcester

Mon 9/14

4:20 pm-10:18 pm

1 stop6h 58m

$270

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Sat 10/17

7:00 am-3:47 pm

1 stop7h 47m

Worcester

Sun 10/25

4:45 pm-11:44 pm

1 stop7h 59m

$290

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 10/16

7:00 am-3:47 pm

1 stop7h 47m

Worcester

Mon 10/19

4:45 pm-11:44 pm

1 stop7h 59m

$290

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Thu 9/17

6:00 am-3:24 pm

1 stop8h 24m

Worcester

Sat 9/19

5:00 pm-11:08 pm

1 stop7h 08m

$290

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 10/16

7:00 am-3:47 pm

1 stop7h 47m

Worcester

Sun 10/25

4:45 pm-11:44 pm

1 stop7h 59m

$290

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Wed 8/19

6:59 am-5:00 pm

2 stops9h 01m

Worcester

Fri 8/28

5:40 pm-10:24 pm

1 stop5h 44m

$301
Cheapest one-way

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Tue 10/27

8:36 am-2:58 pm

1 stop5h 22m

$99

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Mon 10/26

8:36 am-2:58 pm

1 stop5h 22m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 15 resultsSorted by cheapest first
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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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Worcester, Massachusetts flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

No data available for this route at this time. Please check back soon.

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 0 airlines have 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?

    Delta can get you from Chicago to Worcester, Massachusetts in just under 9h 01m. Your travel time can differ by up to . There are 820 mi between Chicago and 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.

See more FAQs

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