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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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORH
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
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 June 27, 2026.

This American Airlines deal was found by Cheapflights users on 6/26. 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 8/156:45 am
ORD
-
ORH
1 stop9h 13m
American Airlines
Sat 8/225:23 pm
ORH
-
ORD
1 stop19h 48m
American Airlines
Deal found 6/26$192
This American Airlines deal was found by Cheapflights users on 6/23. 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 8/275:00 am
ORD
-
ORH
1 stop10h 58m
American Airlines
Wed 9/25:23 pm
ORH
-
ORD
1 stop7h 21m
American Airlines
Deal found 6/23$196
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/286:45 am
ORD
-
ORH
1 stop9h 13m
American Airlines
Mon 8/315:23 pm
ORH
-
ORD
1 stop18h 45m
American Airlines
Deal found 6/24$200
This American Airlines deal was found by Cheapflights users on 6/22. 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 7/75:00 am
ORD
-
ORH
1 stop10h 51m
American Airlines
Sat 7/115:16 pm
ORH
-
ORD
1 stop8h 25m
American Airlines
Deal found 6/22$226
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/98:29 am
ORD
-
ORH
1 stop7h 22m
American Airlines
Mon 7/135:16 pm
ORH
-
ORD
1 stop8h 13m
American Airlines
Deal found 6/24$230
This American Airlines deal was found by Cheapflights users on 6/25. 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 7/305:00 am
ORD
-
ORH
1 stop10h 51m
American Airlines
Sun 8/25:16 pm
ORH
-
ORD
1 stop8h 13m
American Airlines
Deal found 6/25$246
This American Airlines deal was found by Cheapflights users on 6/23. 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 7/85:00 am
ORD
-
ORH
1 stop10h 51m
American Airlines
Sun 7/125:16 pm
ORH
-
ORD
1 stop14h 12m
American Airlines
Deal found 6/23$270
This Delta deal was found by Cheapflights users on 6/25. 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.
Tue 7/2810:30 am
ORD
-
ORH
1 stop5h 30m
Delta
Sun 8/25:40 pm
ORH
-
ORD
1 stop14h 49m
Delta
Deal found 6/25$274
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/278:20 am
ORD
-
ORH
1 stop7h 38m
American Airlines
Mon 8/315:23 pm
ORH
-
ORD
1 stop7h 21m
American Airlines
Deal found 6/24$280
This Delta deal was found by Cheapflights users on 6/22. 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 6/266:35 am
ORD
-
ORH
2 stops9h 28m
Delta
Fri 7/35:43 pm
ORH
-
ORD
1 stop6h 05m
Delta
Deal found 6/22$292
This Delta deal was found by Cheapflights users on 6/25. 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.
Tue 7/79:30 am
ORD
-
ORH
1 stop6h 30m
Delta
Fri 7/105:40 pm
ORH
-
ORD
1 stop5h 56m
Delta
Deal found 6/25$293

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 June 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$192
(American Airlines)

One-way from

$99
(Delta)

Popular in

April

Cheapest in

January

Average price

$260
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. 3% potential increase in price ($8 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 June 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 June 27, 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 - ORH

ORDORH

Chicago O'Hare Intl

Sat 8/15

6:45 am-4:58 pm

1 stop9h 13m

Worcester

Sat 8/22

5:23 pm-12:11 pm

1 stop19h 48m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 8/27

5:00 am-4:58 pm

1 stop10h 58m

Worcester

Wed 9/2

5:23 pm-11:44 pm

1 stop7h 21m

$196

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 7/29

10:30 am-5:00 pm

1 stop5h 30m

Worcester

Sun 8/2

5:40 pm-7:29 am

1 stop14h 49m

$274

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 8/28

5:00 am-4:58 pm

1 stop10h 58m

Worcester

Mon 8/31

5:23 pm-7:21 am

2 stops14h 58m

$295
Quickest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 7/7

7:05 am-5:00 pm

2 stops8h 55m

Worcester

Fri 7/10

5:40 pm-10:36 pm

1 stop5h 56m

$303

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 8/27

5:30 am-5:00 pm

2 stops10h 30m

Worcester

Mon 8/31

5:40 pm-10:24 pm

1 stop5h 44m

$327

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 7/8

5:30 am-5:00 pm

2 stops10h 30m

Worcester

Sun 7/12

5:40 pm-10:36 pm

1 stop5h 56m

$355

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 7/9

6:37 am-4:51 pm

1 stop9h 14m

Worcester

Sun 7/12

5:16 pm-12:29 am

1 stop8h 13m

$372

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 8/4

7:00 am-3:50 pm

1 stop7h 50m

Worcester

Wed 8/5

4:45 pm-11:44 pm

1 stop7h 59m

$382

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 8/29

7:00 am-3:52 pm

1 stop7h 52m

Worcester

Tue 9/1

4:45 pm-11:44 pm

1 stop7h 59m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 18 resultsSorted by cheapest first
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 June.
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?

    American Airlines and Delta can get you from Chicago to Worcester, Massachusetts in just under 5h 30m. Your travel time can differ by up to 3h 43m. There are 820 mi between Chicago and Worcester, Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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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