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$224+ Cheap flights from Worcester, MA (ORH) to Illinois

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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — ORD
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Cheap flight deals from Worcester to Illinois

Keep the following information in mind while searching for Worcester to Illinois flight deals. Data was last updated November 17, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$224
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$247
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
From Worcester to Illinois
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Worcester to Illinois

Cheapest flights from Worcester to Illinois
Explore the most affordable flight options available from Worcester to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.

This American Airlines deal was found by Cheapflights users on 11/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:45 pmORH - ORD
1 stop21h 27mAmerican Airlines
Sun 12/218:45 pmORD - ORH
1 stop15h 32mAmerican Airlines
Deal found 11/16$224
This American Airlines deal was found by Cheapflights users on 11/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/191:47 pmORH - ORD
1 stop18h 14mAmerican Airlines
Sat 12/208:45 pmORD - ORH
1 stop15h 32mAmerican Airlines
Deal found 11/16$243
This American Airlines deal was found by Cheapflights users on 11/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/13:17 pmORH - ORD
1 stop18h 51mAmerican Airlines
Fri 12/55:00 amORD - ORH
1 stop9h 05mAmerican Airlines
Deal found 11/16$252
This American Airlines deal was found by Cheapflights users on 11/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/191:47 pmORH - ORD
1 stop18h 14mAmerican Airlines
Sun 12/217:21 pmORD - ORH
2 stops16h 56mAmerican Airlines
Deal found 11/16$272
This Delta deal was found by Cheapflights users on 11/16. 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.
Mon 11/244:03 pmORH - ORD
1 stop5h 41mDelta
Sat 11/297:00 amORD - ORH
1 stop7h 23mDelta
Deal found 11/16$273
This American Airlines deal was found by Cheapflights users on 11/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:17 pmORH - ORD
1 stop18h 51mAmerican Airlines
Mon 11/248:30 amORD - ORH
1 stop5h 21mAmerican Airlines
Deal found 11/16$278
This Delta deal was found by Cheapflights users on 11/16. 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.
Thu 11/204:03 pmORH - ORD
2 stops8h 59mDelta
Mon 11/246:45 amORD - ORH
2 stops7h 38mDelta
Deal found 11/16$312

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Illinois 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 November 17, 2025.
Use the filters below to find and compare flights from Worcester to Illinois that are best for you.

Fly from

Worcester

Fly to

Illinois

Route

Depart

Return

Price

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 12/20

1:45 pm-8:42 am

1 stop19h 57m

Chicago O'Hare Intl

Sun 12/21

8:45 pm-1:17 pm

1 stop15h 32m

$224

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 4/15

4:26 pm-10:48 pm

1 stop7h 22m

Chicago O'Hare Intl

Sat 4/25

8:47 pm-2:53 pm

1 stop17h 06m

$224

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 4/21

4:26 pm-12:16 pm

1 stop20h 50m

Chicago O'Hare Intl

Sat 4/25

7:17 pm-2:53 pm

2 stops18h 36m

$234

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 4/20

4:26 pm-10:48 pm

1 stop7h 22m

Chicago O'Hare Intl

Fri 4/24

5:14 pm-2:53 pm

1 stop20h 39m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 1/1

1:47 pm-8:42 am

1 stop19h 55m

Chicago O'Hare Intl

Sun 1/4

8:45 pm-1:17 pm

1 stop15h 32m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 4/21

4:26 pm-10:48 pm

1 stop7h 22m

Chicago O'Hare Intl

Fri 4/24

8:47 pm-2:53 pm

1 stop17h 06m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 4/15

4:26 pm-8:49 am

1 stop17h 23m

Chicago O'Hare Intl

Fri 4/24

7:00 pm-2:53 pm

1 stop18h 53m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 12/19

1:47 pm-7:01 am

1 stop18h 14m

Chicago O'Hare Intl

Sun 12/21

6:40 am-1:17 pm

1 stop5h 37m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 4/17

4:26 pm-11:08 am

1 stop19h 42m

Chicago O'Hare Intl

Sat 4/25

8:47 pm-2:53 pm

1 stop17h 06m

$243

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 12/1

3:17 pm-9:08 am

1 stop18h 51m

Chicago O'Hare Intl

Fri 12/5

5:00 am-3:05 pm

1 stop9h 05m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

Showing 1-10 of 12 results
1
2

Best time to book a flight from Worcester to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Worcester 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 Worcester to Illinois

What is the cheapest month to book a flight from Worcester, Massachusetts to Illinois?

Currently, April is the cheapest month in which you can book a flight from Worcester, Massachusetts to Illinois (average of $89). Flying from Worcester, Massachusetts to Illinois in February is currently the most expensive (average of $124). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORH to IL?

Find hourly flight availability from Worcester to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 17, 2025.

One of the essential ways to save on airfare from Worcester, Massachusetts to Illinois is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 81% on airfare.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated November 17, 2025.
Read reviews from past customers who have flown Delta from Worcester to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Illinois. 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 from for flights from Worcester to Illinois?

    Worcester (ORH) is the airport you will fly out of if you book a flight from Worcester to Illinois. It is only a 3.8 mi journey to Worcester (ORH) from Worcester’s city center.

  • How long is the flight from Worcester, Massachusetts to Illinois?

    For as low as $224, American Airlines can have you in Illinois from Worcester, Massachusetts in 19h 57m. Airlines will cover a distance of 820 mi.

  • Can I find deals for flights from Worcester to Illinois that include hotel bookings?

    Yes. In addition to deals on Worcester to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Illinois.

  • Can I find deals for business class flights from Worcester to Illinois?

    Yes. Cheapflights offers flight deals from Worcester to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Worcester, Massachusetts to Illinois?

    Currently, April is the cheapest month in which you can book a flight from Worcester, Massachusetts to Illinois (average of $89). Flying from Worcester, Massachusetts to Illinois in February is currently the most expensive (average of $124). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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