$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 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Worcester with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Worcester
Cheapest
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 August 17, 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 August 17, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. 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
Sun 9/65:23 pm -
1 stop7h 21m
Deal found 8/13![American Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 8/13. 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.
Mon 11/28:36 am -
1 stop5h 22m
Tue 11/34:15 pm -
2 stops8h 37m
Deal found 8/13![Delta logo]()
$202
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/16:45 am -
1 stop9h 13m
Sat 9/55:23 pm -
1 stop7h 21m
Deal found 8/17![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/285:00 am -
1 stop10h 49m
Mon 10/55:16 pm -
1 stop15h 09m
Deal found 8/14![American Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/176:29 am -
1 stop9h 20m
Mon 9/215:16 pm -
2 stops15h 42m
Deal found 8/12![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 8/17. 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 9/165:30 am -
2 stops9h 07m
Wed 9/234:20 pm -
1 stop6h 58m
Deal found 8/17![Delta logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/175:00 am -
1 stop10h 49m
Tue 9/225:16 pm -
1 stop6h 13m
Deal found 8/13![American Airlines logo]()
$272
This JetBlue deal was found by Cheapflights users on 8/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop8h 24m
Mon 9/145:00 pm -
1 stop7h 08m
Deal found 8/16![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/16. 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.
Fri 10/237:00 am -
1 stop6h 58m
Tue 10/274:10 pm -
1 stop5h 33m
Deal found 8/16![Delta logo]()
$296
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 August 17, 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 August 17, 2026.
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:00 am -
1 stop6h 58m
Fri 10/304:15 pm -
1 stop7h 17m
Deal found 8/14![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 9/176:29 am -
1 stop9h 20m
Mon 9/215:16 pm -
2 stops15h 42m
Deal found 8/15![American Airlines logo]()
$290
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop8h 24m
Mon 9/145:00 pm -
1 stop7h 08m
Deal found 8/14![JetBlue logo]()
$290
This JetBlue deal was found by Cheapflights users on 8/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop8h 24m
Sat 10/35:00 pm -
1 stop7h 08m
Deal found 8/12![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/16. 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.
Fri 10/237:00 am -
1 stop6h 58m
Tue 10/274:10 pm -
1 stop5h 33m
Deal found 8/16![Delta logo]()
$296
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 am -
1 stop7h 47m
Sun 10/254:45 pm -
1 stop7h 59m
Deal found 8/17![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:48 am -
2 stops7h 12m
Sun 9/65:40 pm -
1 stop5h 44m
Deal found 8/14![Delta logo]()
$306
This JetBlue deal was found by Cheapflights users on 8/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop7h 47m
Sun 10/254:45 pm -
1 stop7h 59m
Deal found 8/15![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/16. 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.
Wed 9/306:40 am -
2 stops7h 57m
Wed 10/74:15 pm -
1 stop5h 28m
Deal found 8/16![Delta logo]()
$306
This Delta deal was found by Cheapflights users on 8/16. 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.
Fri 8/216:59 am -
2 stops9h 01m
Mon 8/245:40 pm -
1 stop5h 44m
Deal found 8/16![Delta logo]()
$332
Last-minute flights from Chicago to WorcesterDiscover last-minute flight deals from Chicago to Worcester. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Worcester. Data last updated August 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/16:45 am -
1 stop9h 13m
Sat 9/55:23 pm -
1 stop7h 21m
Deal found 8/17![American Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 8/13. 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
Sun 9/65:23 pm -
1 stop7h 21m
Deal found 8/13![American Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:48 am -
2 stops7h 12m
Sun 9/65:40 pm -
1 stop5h 44m
Deal found 8/14![Delta logo]()
$306
This Delta deal was found by Cheapflights users on 8/17. 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 9/310:30 am -
1 stop5h 30m
Sun 9/65:40 pm -
1 stop5h 44m
Deal found 8/17![Delta logo]()
$296
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am -
1 stop8h 24m
Mon 9/145:00 pm -
1 stop7h 08m
Deal found 8/17![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/17. 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 9/165:30 am -
2 stops9h 07m
Wed 9/234:20 pm -
1 stop6h 58m
Deal found 8/17![Delta logo]()
$270
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/176:29 am -
1 stop9h 20m
Mon 9/215:16 pm -
2 stops15h 42m
Deal found 8/12![American Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/175:00 am -
1 stop10h 49m
Tue 9/225:16 pm -
1 stop6h 13m
Deal found 8/13![American Airlines logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 9/228:45 am -
1 stop7h 04m
Mon 9/285:16 pm -
2 stops15h 19m
Deal found 8/14![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/285:00 am -
1 stop10h 49m
Mon 10/55:16 pm -
1 stop15h 09m
Deal found 8/14![American Airlines logo]()
$261
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 August 17, 2026.
Search for one-way flight options from Chicago to Worcester. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Delta deal was found by Cheapflights users on 8/13. 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 22m
Deal found 8/13![Delta logo]()
$99
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 10/45:00 am -
1 stop10h 49m
Deal found 8/13![American Airlines logo]()
$104
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 am -
1 stop7h 52m
Deal found 8/17![JetBlue logo]()
$148
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 10/86:29 am -
1 stop9h 20m
Deal found 8/14![American Airlines logo]()
$155
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Thu 8/2711:40 am -
1 stop4h 18m
Deal found 8/15![American Airlines logo]()
$164
This Delta deal was found by Cheapflights users on 8/15. 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 10/87:00 am -
1 stop6h 58m
Deal found 8/15![Delta logo]()
$169
This Delta deal was found by Cheapflights users on 8/17. 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 9/97:05 am -
2 stops7h 32m
Deal found 8/17![Delta logo]()
$174
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/58:49 pm -
1 stop19h 09m
Deal found 8/17![American Airlines logo]()
$178
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop7h 47m
Deal found 8/13![JetBlue logo]()
$191
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 17, 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 | July |
Cheapest in | January |
Average price | $264 |
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 17, 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
Thu 10/29
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Fri 10/30
4:15 pm-10:32 pm
1 stop7h 17m
$260
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 9/17
6:29 am-4:49 pm
1 stop9h 20m
Worcester
Mon 9/21
5:16 pm-7:58 am
2 stops15h 42m
$290
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Thu 9/10
6:00 am-3:24 pm
1 stop8h 24m
Worcester
Mon 9/14
5:00 pm-11:08 pm
1 stop7h 08m
$290
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Sat 9/26
6:00 am-3:24 pm
1 stop8h 24m
Worcester
Sat 10/3
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
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
Quickest round-trip
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Fri 10/23
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Tue 10/27
4:10 pm-8:43 pm
1 stop5h 33m
$296
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 9/2
8:48 am-5:00 pm
2 stops7h 12m
Worcester
Sun 9/6
5:40 pm-10:24 pm
1 stop5h 44m
$306
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 9/30
6:40 am-3:37 pm
2 stops7h 57m
Worcester
Wed 10/7
4:15 pm-8:43 pm
1 stop5h 28m
$306
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Fri 8/21
6:59 am-5:00 pm
2 stops9h 01m
Worcester
Mon 8/24
5:40 pm-10:24 pm
1 stop5h 44m
$332
Showing 1-10 of 14 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
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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