$105+ Cheap flights from Chicago (CHI) to Worcester, MA (ORH)
This is the cheapest round-trip 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
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Worcester with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
Last-minute
One-way
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 29, 2026.
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 29, 2026.
This Delta deal was found by Cheapflights users on 9/27. 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 10/218:36 am -
1 stop5h 22m
Tue 10/274:10 pm -
1 stop5h 33m
Deal found 9/27![Delta logo]()
$204
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop5h 22m
Tue 10/274:10 pm -
1 stop7h 07m
Deal found 9/27![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 9/27. 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 10/217:00 am -
1 stop6h 58m
Mon 10/264:10 pm -
1 stop7h 07m
Deal found 9/27![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop5h 22m
Fri 10/234:15 pm -
1 stop5h 28m
Deal found 9/27![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 9/29. 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 10/157:00 am -
2 stops6h 58m
Sun 10/184:15 pm -
1 stop7h 02m
Deal found 9/29![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:36 am -
1 stop5h 22m
Tue 10/134:15 pm -
1 stop5h 28m
Deal found 9/26![Delta logo]()
$273
This American Airlines deal was found by Cheapflights users on 9/29. 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 12/48:22 am -
1 stop9h 16m
Mon 12/77:04 pm -
1 stop15h 01m
Deal found 9/29![American Airlines logo]()
$280
Best flights from Chicago to WorcesterDiscover 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 29, 2026.
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 29, 2026.
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop5h 22m
Tue 10/274:10 pm -
1 stop7h 07m
Deal found 9/27![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 9/29. 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 12/48:22 am -
1 stop9h 16m
Mon 12/77:04 pm -
1 stop15h 01m
Deal found 9/29![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 9/29. 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 10/157:00 am -
1 stop6h 58m
Sun 10/184:15 pm -
1 stop7h 02m
Deal found 9/29![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 9/27. 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 10/97:00 am -
1 stop6h 58m
Tue 10/134:15 pm -
1 stop7h 02m
Deal found 9/27![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:36 am -
1 stop5h 22m
Tue 10/134:15 pm -
1 stop5h 28m
Deal found 9/26![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:45 am -
1 stop5h 34m
Mon 11/234:00 pm -
1 stop5h 45m
Deal found 9/26![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 9/27. 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 11/207:00 am -
1 stop7h 19m
Sun 11/224:03 pm -
1 stop7h 15m
Deal found 9/27![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 9/25. 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.
Fri 12/47:00 am -
1 stop7h 07m
Mon 12/74:08 pm -
2 stops8h 44m
Deal found 9/25![Delta logo]()
$337
Last-minute flights from Chicago to WorcesterDiscover last-minute flight deals from Chicago to Worcester. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Worcester. Data last updated September 29, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Tue 10/68:29 am -
1 stop7h 20m
Sat 10/175:16 pm -
1 stop15h 09m
Deal found 9/26![American Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:36 am -
1 stop5h 22m
Tue 10/134:15 pm -
1 stop5h 28m
Deal found 9/26![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 9/29. 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 10/157:00 am -
2 stops6h 58m
Sun 10/184:15 pm -
1 stop7h 02m
Deal found 9/29![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 9/27. 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 10/218:36 am -
1 stop5h 22m
Tue 10/274:10 pm -
1 stop5h 33m
Deal found 9/27![Delta logo]()
$204
This Delta deal was found by Cheapflights users on 9/27. 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 10/217:00 am -
1 stop6h 58m
Fri 10/234:15 pm -
1 stop5h 28m
Deal found 9/27![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 9/27. 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 10/217:00 am -
2 stops6h 58m
Mon 10/264:10 pm -
1 stop7h 07m
Deal found 9/27![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop5h 22m
Tue 10/274:10 pm -
1 stop7h 07m
Deal found 9/27![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 9/27. 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 10/228:36 am -
1 stop5h 22m
Fri 10/234:15 pm -
1 stop5h 28m
Deal found 9/27![Delta logo]()
$255
One-way flights from Chicago to WorcesterSearch for one-way flight options from Chicago to Worcester. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Chicago to Worcester. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Delta deal was found by Cheapflights users on 9/28. 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 10/278:36 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$105
This Delta deal was found by Cheapflights users on 9/25. 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.
Thu 10/157:00 am -
1 stop6h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$118
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/266:29 am -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![American Airlines logo]()
$123
This Delta deal was found by Cheapflights users on 9/28. 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 11/248:45 am -
1 stop5h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$143
This Delta deal was found by Cheapflights users on 9/25. 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.
Fri 10/97:00 am -
2 stops6h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$148
This Delta deal was found by Cheapflights users on 9/29. 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 11/125:30 am -
2 stops8h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$163
This Delta deal was found by Cheapflights users on 9/29. 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 10/88:36 am -
1 stop5h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$174
This American Airlines deal was found by Cheapflights users on 9/27. 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 12/189:45 am -
1 stop7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![American Airlines logo]()
$235
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 September 29, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $204 (Delta) |
One-way from | $105 (Delta) |
Popular in | September |
Cheapest in | January |
Average price | $290 |
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 7,457,451 searches. Data last updated September 29, 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
Cheapest round-trip
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Tue 10/27
8:36 am-3:27 pm
1 stop5h 51m
Worcester
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$105
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 11/12
7:00 am-3:19 pm
1 stop7h 19m
Worcester
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Fri 10/9
7:00 am-2:58 pm
2 stops6h 58m
Worcester
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
Quickest round-trip
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 10/8
8:36 am-2:58 pm
1 stop5h 22m
Worcester
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$174
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 10/7
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$174
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
Tue 10/27
4:10 pm-10:17 pm
1 stop7h 07m
$217
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 10/15
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Sun 10/18
4:15 pm-10:17 pm
1 stop7h 02m
$255
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Fri 10/9
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Tue 10/13
4:15 pm-10:17 pm
1 stop7h 02m
$273
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 10/8
8:36 am-2:58 pm
1 stop5h 22m
Worcester
Tue 10/13
4:15 pm-8:43 pm
1 stop5h 28m
$273
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Fri 12/4
8:22 am-6:38 pm
1 stop9h 16m
Worcester
Mon 12/7
7:04 pm-9:05 am
1 stop15h 01m
$280
Showing 1-10 of 13 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago-Worcester, Massachusetts flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago-Worcester, Massachusetts flight deals on Cheapflights vs. Expedia <90% 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 Expedia the most. Expedia 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.
CHI-ORH
ORD-ORH
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
CHI-ORH
ORD-ORH
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.
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