$133+ 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 20 — Sep 271
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
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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 21, 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 21, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 12/18:45 am -
1 stop5h 07m
Wed 12/93:35 pm -
1 stop7h 48m
Deal found 8/19![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 8/18. 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.
Sun 11/17:30 am -
1 stop6h 57m
Tue 11/34:10 pm -
1 stop5h 33m
Deal found 8/18![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 8/19. 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 10/137:00 am -
2 stops6h 58m
Fri 10/234:15 pm -
1 stop5h 28m
Deal found 8/19![Delta logo]()
$270
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 -
2 stops8h 39m
Deal found 8/17![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 8/19. 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 10/2610:05 am -
1 stop4h 22m
Thu 10/294:10 pm -
1 stop7h 07m
Deal found 8/19![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 8/19. 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 9/285:30 am -
2 stops9h 07m
Wed 10/74:15 pm -
1 stop7h 02m
Deal found 8/19![Delta logo]()
$285
This Delta deal was found by Cheapflights users on 8/19. 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 10/277:00 am -
2 stops7h 27m
Thu 10/294:10 pm -
1 stop7h 07m
Deal found 8/19![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 8/18. 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
Sun 9/135:00 pm -
1 stop7h 08m
Deal found 8/18![JetBlue logo]()
$290
This Delta deal was found by Cheapflights users on 8/18. 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
Mon 10/264:10 pm -
1 stop7h 07m
Deal found 8/18![Delta logo]()
$296
This Delta deal was found by Cheapflights users on 8/18. 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 10/308:36 am -
1 stop5h 51m
Tue 11/34:10 pm -
2 stops8h 47m
Deal found 8/18![Delta logo]()
$306
This JetBlue deal was found by Cheapflights users on 8/20. 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 8/20![JetBlue logo]()
$318
This Delta deal was found by Cheapflights users on 8/21. 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 8/2710:30 am -
1 stop5h 30m
Sun 8/305:40 pm -
1 stop5h 44m
Deal found 8/21![Delta logo]()
$322
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 21, 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 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/45:00 am -
1 stop10h 58m
Tue 9/85:23 pm -
1 stop5h 07m
Deal found 8/20![American Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 8/19. 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
Wed 10/284:10 pm -
1 stop5h 33m
Deal found 8/19![Delta logo]()
$260
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.
Sat 10/177:00 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 8/20. 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 8/20![Delta logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/21. 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 10/16:00 am -
1 stop8h 24m
Sun 10/44:55 pm -
1 stop7h 13m
Deal found 8/21![JetBlue logo]()
$318
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 10/77:00 am -
1 stop6h 58m
Thu 10/154:15 pm -
1 stop7h 02m
Deal found 8/17![Delta logo]()
$296
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 Delta deal was found by Cheapflights users on 8/19. 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 10/214:15 pm -
1 stop5h 28m
Deal found 8/19![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 8/19. 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
Wed 10/284:10 pm -
1 stop7h 07m
Deal found 8/19![Delta logo]()
$327
Last-minute flights from Chicago to WorcesterDiscover last-minute flight deals from Chicago to Worcester. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Worcester. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/19. 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 8/2110:30 am -
1 stop5h 30m
Mon 8/245:40 pm -
1 stop5h 44m
Deal found 8/19![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 8/21. 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 8/279:30 am -
1 stop6h 30m
Mon 8/315:40 pm -
1 stop5h 44m
Deal found 8/21![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 8/21. 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 8/276:59 am -
2 stops9h 01m
Sun 8/305:40 pm -
1 stop5h 44m
Deal found 8/21![Delta logo]()
$332
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 8/18. 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
Sun 9/135:00 pm -
1 stop7h 08m
Deal found 8/18![JetBlue logo]()
$290
This JetBlue deal was found by Cheapflights users on 8/20. 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 8/20![JetBlue logo]()
$318
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.
Wed 9/168:45 am -
1 stop7h 04m
Wed 9/235:16 pm -
1 stop21h 53m
Deal found 8/17![American Airlines logo]()
$260
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 8/17. 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.
Fri 9/187:30 pm -
1 stop20h 19m
Mon 9/215:16 pm -
1 stop16h 20m
Deal found 8/17![American Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 8/19. 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 9/285:30 am -
2 stops9h 07m
Wed 10/74:15 pm -
1 stop7h 02m
Deal found 8/19![Delta logo]()
$285
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 21, 2026.
Search for one-way flight options from Chicago to Worcester. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
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.
Tue 10/278:36 am -
1 stop5h 51m
Deal found 8/17![Delta logo]()
$133
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 10/157:00 am -
1 stop7h 47m
Deal found 8/16![JetBlue logo]()
$148
This Delta deal was found by Cheapflights users on 8/20. 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 8/289:30 am -
1 stop6h 30m
Deal found 8/20![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 8/18. 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 8/316:59 am -
2 stops9h 01m
Deal found 8/18![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 Delta deal was found by Cheapflights users on 8/19. 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 8/19![Delta logo]()
$200
This American Airlines deal was found by Cheapflights users on 8/20. 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 8/2911:40 am -
1 stop4h 18m
Deal found 8/20![American Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 8/20. 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 8/306:45 am -
1 stop9h 13m
Deal found 8/20![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 8/21. 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 10/88:29 am -
1 stop7h 20m
Deal found 8/21![American Airlines logo]()
$230
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 21, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $260 (Delta) |
One-way from | $133 (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 7,457,451 searches. Data last updated August 21, 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
Fri 9/4
5:00 am-4:58 pm
1 stop10h 58m
Worcester
Tue 9/8
5:23 pm-9:30 pm
1 stop5h 07m
$260
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 10/21
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Wed 10/28
4:10 pm-8:43 pm
1 stop5h 33m
$260
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 9/16
5:30 am-3:37 pm
2 stops9h 07m
Worcester
Wed 9/23
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
Wed 10/7
7:00 am-2:58 pm
1 stop6h 58m
Worcester
Thu 10/15
4:15 pm-10:17 pm
1 stop7h 02m
$296
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
Thu 10/1
6:00 am-3:24 pm
1 stop8h 24m
Worcester
Sun 10/4
4:55 pm-11:08 pm
1 stop7h 13m
$318
Quickest round-trip
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
Wed 10/21
4:15 pm-8:43 pm
1 stop5h 28m
$327
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
Wed 10/28
4:10 pm-10:17 pm
1 stop7h 07m
$327
Cheapest one-way
Quickest one-way
ChicagoWorcester
ORD Chicago O'Hare Intl - ORH Worcester
ORDORH
Chicago O'Hare Intl
Wed 9/23
9:30 am-3:37 pm
1 stop5h 07m
$133
Showing 1-10 of 18 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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