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Worcester

$80+ Cheap flights from Wisconsin 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORH
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
1 adult, Economy
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Cheap flight deals from Wisconsin to Worcester

Cheapest flights from Wisconsin to Worcester
Explore the most affordable flight options available from Wisconsin to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 25, 2026.

This American Airlines deal was found by Cheapflights users on 1/24. 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 1/305:26 pm
ORD
-
ORH
1 stop19h 32m
American Airlines
Mon 2/22:18 pm
ORH
-
ORD
1 stop6h 57m
American Airlines
Deal found 1/24$155
This Delta deal was found by Cheapflights users on 1/22. 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 2/97:10 am
ORD
-
ORH
1 stop7h 26m
Delta
Wed 2/114:16 pm
ORH
-
ORD
1 stop7h 18m
Delta
Deal found 1/22$193
This Delta deal was found by Cheapflights users on 1/23. 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 7/317:00 am
ORD
-
ORH
1 stop6h 39m
Delta
Sun 8/93:18 pm
ORH
-
ORD
1 stop5h 04m
Delta
Deal found 1/23$223
This American Airlines deal was found by Cheapflights users on 1/23. 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 2/218:54 pm
ORD
-
ORH
1 stop15h 11m
American Airlines
Sat 2/281:30 pm
ORH
-
ORD
1 stop21h 42m
American Airlines
Deal found 1/23$225
This Delta deal was found by Cheapflights users on 1/24. 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 2/258:00 am
MSN
-
ORH
1 stop6h 33m
Delta
Tue 3/34:30 pm
ORH
-
MSN
2 stops7h 18m
Delta
Deal found 1/24$262
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/268:24 pm
MSN
-
ORH
2 stops15h 41m
American Airlines
Tue 3/31:30 pm
ORH
-
MSN
2 stops21h 31m
American Airlines
Deal found 1/24$268
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/88:07 pm
ORD
-
ORH
2 stops16h 46m
American Airlines
Thu 2/121:30 pm
ORH
-
ORD
2 stops11h 46m
American Airlines
Deal found 1/24$298
This Delta deal was found by Cheapflights users on 1/24. 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 2/268:00 am
MSN
-
ORH
1 stop6h 33m
Delta
Tue 3/34:30 pm
ORH
-
MSN
2 stops7h 18m
Delta
Deal found 1/24$305
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/175:23 pm
MSN
-
ORH
1 stop18h 42m
American Airlines
Sun 2/221:30 pm
ORH
-
MSN
2 stops10h 29m
American Airlines
Deal found 1/24$317
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/275:23 pm
MSN
-
ORH
1 stop18h 42m
American Airlines
Mon 3/21:30 pm
ORH
-
MSN
2 stops34h 29m
American Airlines
Deal found 1/24$332
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/268:24 pm
MSN
-
ORH
2 stops15h 41m
American Airlines
Wed 3/41:30 pm
ORH
-
MSN
2 stops10h 56m
American Airlines
Deal found 1/24$338
This American Airlines deal was found by Cheapflights users on 1/22. 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 3/206:40 am
ORD
-
ORH
1 stop5h 39m
American Airlines
Sat 3/211:44 pm
ORH
-
ORD
1 stop20h 05m
American Airlines
Deal found 1/22$352

Find flight deals from Wisconsin to Worcester

Keep the following information in mind while searching for Wisconsin to Worcester flight deals. Data was last updated January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$155
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

January

Cheapest in

September

Average price

$509
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
Search Deals
From Wisconsin to Worcester
Search Deals
One-way flight from Wisconsin to Worcester
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 January 25, 2026.
Use the filters below to find and compare flights from Wisconsin to Worcester that are best for you.

Fly from

Wisconsin

Fly to

Worcester

Route

Depart

Return

Price

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sun 2/8

8:09 am-1:53 pm

1 stop4h 44m

Worcester

Thu 2/12

1:30 pm-10:12 am

1 stop21h 42m

$155

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 1/30

5:26 pm-1:58 pm

1 stop19h 32m

Worcester

Mon 2/2

2:18 pm-8:15 pm

1 stop6h 57m

$155

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 2/6

8:09 am-1:53 pm

1 stop4h 44m

Worcester

Tue 2/10

2:18 pm-9:04 am

1 stop19h 46m

$155

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 2/24

4:48 pm-1:05 pm

1 stop19h 17m

Worcester

Sat 2/28

1:30 pm-10:46 pm

1 stop10h 16m

$155

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Mon 2/9

7:10 am-3:36 pm

1 stop7h 26m

Worcester

Wed 2/11

4:16 pm-10:34 pm

1 stop7h 18m

$193

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Wed 2/25

8:00 am-3:33 pm

1 stop6h 33m

Worcester

Tue 3/3

4:30 pm-10:48 pm

2 stops7h 18m

$262

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Wed 2/25

8:00 am-3:33 pm

1 stop6h 33m

Worcester

Wed 3/4

4:30 pm-10:48 pm

2 stops7h 18m

$262

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Fri 2/27

5:23 pm-1:05 pm

1 stop18h 42m

Worcester

Tue 3/3

1:30 pm-8:56 pm

2 stops8h 26m

$262

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Thu 2/26

8:00 am-3:33 pm

1 stop6h 33m

Worcester

Wed 3/4

4:30 pm-10:48 pm

2 stops7h 18m

$305

MadisonWorcester

MSN - ORH

MSNORH

Madison Truax Field

Thu 2/26

8:00 am-3:33 pm

1 stop6h 33m

Worcester

Tue 3/3

4:30 pm-10:48 pm

2 stops7h 18m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 19 results
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Best time to book a flight from Wisconsin to Worcester

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Worcester, Massachusetts (average of $93). Flying from Wisconsin to Worcester, Massachusetts in January is currently the most expensive (average of $206). 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.

Related info for your journey

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

    For a flight from Wisconsin to Worcester, you will be flying into Worcester. Worcester (ORH) is just 3.8 mi from the center of the city.

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

    Airlines like American Airlines and Delta fly from Wisconsin to Worcester, Massachusetts in about 4h 44m. The time it takes to get you to your destination can typically vary by up to 1h 49m. Wisconsin and Worcester, Massachusetts are separated by a distance of 820 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to Worcester 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 Wisconsin to Worcester, Massachusetts?

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Worcester, Massachusetts (average of $93). Flying from Wisconsin to Worcester, Massachusetts in January is currently the most expensive (average of $206). 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.

See more FAQs

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