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$105+ Cheap flights from Worcester, MA (ORH) to Illinois

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — ORD
Jun 7 — Jun 141
Sun 6/7
Sun 6/14
1 adult, Economy
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Cheap 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 May 8, 2026.

This American Airlines deal was found by Cheapflights users on 5/7. 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 7/15:18 pm
ORH
-
ORD
1 stop14h 12m
American Airlines
Mon 7/65:00 am
ORD
-
ORH
1 stop10h 51m
American Airlines
Deal found 5/7$216
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/192:39 pm
ORH
-
ORD
1 stop21h 02m
American Airlines
Sat 5/235:00 am
ORD
-
ORH
1 stop10h 53m
American Airlines
Deal found 5/4$220
This American Airlines deal was found by Cheapflights users on 5/5. 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 5/192:39 pm
ORH
-
ORD
1 stop18h 00m
American Airlines
Fri 5/225:00 am
ORD
-
ORH
1 stop10h 53m
American Airlines
Deal found 5/5$227
This American Airlines deal was found by Cheapflights users on 5/7. 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 5/235:18 pm
ORH
-
ORD
2 stops14h 44m
American Airlines
Wed 5/276:55 am
ORD
-
ORH
2 stops8h 58m
American Airlines
Deal found 5/7$235
This Delta deal was found by Cheapflights users on 5/8. 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 6/165:43 pm
ORH
-
ORD
1 stop5h 51m
Delta
Wed 6/178:52 am
ORD
-
ORH
2 stops7h 11m
Delta
Deal found 5/8$250
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/55:18 pm
ORH
-
ORD
1 stop16h 48m
American Airlines
Sun 6/76:29 am
ORD
-
ORH
1 stop9h 24m
American Airlines
Deal found 5/5$253
This Delta deal was found by Cheapflights users on 5/6. 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 5/134:15 pm
ORH
-
ORD
1 stop7h 21m
Delta
Wed 5/205:30 am
ORD
-
ORH
2 stops9h 03m
Delta
Deal found 5/6$256
This American Airlines deal was found by Cheapflights users on 5/7. 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 6/75:18 pm
ORH
-
ORD
1 stop8h 16m
American Airlines
Sat 6/139:26 pm
ORD
-
ORH
1 stop18h 27m
American Airlines
Deal found 5/7$257

Find flight deals from Worcester to Illinois

Keep the following information in mind while searching for Worcester to Illinois flight deals. Data was last updated May 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(American Airlines)

One-way from

$105
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$243
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
One-way flight from Worcester to Illinois
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 8, 2026.
Use the filters below to find and compare flights from Worcester to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 6/16

5:43 pm-10:34 pm

1 stop5h 51m

Chicago O'Hare Intl

Thu 6/18

8:52 am-5:03 pm

2 stops7h 11m

$250

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 9/25

3:18 pm-7:22 pm

1 stop5h 04m

Chicago O'Hare Intl

Sun 9/27

7:00 am-2:39 pm

1 stop6h 39m

$276
Quickest round-trip

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 7/23

5:40 pm-10:36 pm

1 stop5h 56m

Chicago O'Hare Intl

Mon 7/27

10:30 am-5:00 pm

1 stop5h 30m

$324

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 8/3

5:40 pm-10:24 pm

1 stop5h 44m

Chicago O'Hare Intl

Wed 8/5

9:30 am-5:00 pm

1 stop6h 30m

$327

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 7/1

5:43 pm-10:48 pm

1 stop6h 05m

Chicago O'Hare Intl

Sun 7/5

5:30 am-5:03 pm

2 stops10h 33m

$342

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 5/22

5:18 pm-11:59 pm

2 stops7h 41m

Chicago O'Hare Intl

Tue 5/26

6:55 am-4:53 pm

2 stops8h 58m

$380

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 6/19

5:43 pm-10:34 pm

1 stop5h 51m

Chicago O'Hare Intl

Mon 6/22

6:00 am-5:03 pm

1 stop10h 03m

$380

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 6/11

5:43 pm-9:14 am

1 stop16h 31m

Chicago O'Hare Intl

Mon 6/15

5:30 am-5:03 pm

2 stops10h 33m

$386

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 5/18

4:15 pm-8:46 pm

1 stop5h 31m

Chicago O'Hare Intl

Fri 5/22

7:05 am-3:33 pm

1 stop7h 28m

$424

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 9/4

3:18 pm-7:22 pm

1 stop5h 04m

Chicago O'Hare Intl

Mon 9/7

7:00 am-2:39 pm

1 stop6h 39m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 21 resultsSorted by cheapest first
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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
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 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 $250, Delta can have you in Illinois from Worcester, Massachusetts in 5h 51m. 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.

See more FAQs

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