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Cheap flights from Chicago O'Hare Intl Airport to Boston from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Boston departing on 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:00 am - 4:43 pm
ORD
-
ORH
8h 43m
2 stops
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
$223Delta
Thu, Apr 30 - Mon, May 4
American Airlines Logo
6:40 am - 1:19 pm
ORD
-
ORH
5h 39m
1 stop
American Airlines Logo
1:44 pm - 9:18 pm
ORH
-
ORD
8h 34m
1 stop
$232American Airlines
Fri, Apr 3 - Sun, Apr 5
American Airlines Logo
6:40 am - 2:14 pm
ORD
-
ORH
6h 34m
1 stop
American Airlines Logo
2:39 pm - 7:39 am
ORH
-
ORD
18h 00m
1 stop
$243American Airlines
Thu, Apr 9 - Sun, Apr 19
American Airlines Logo
7:58 pm - 1:19 pm
ORD
-
ORH
16h 21m
1 stop
American Airlines Logo
1:44 pm - 8:49 am
ORH
-
ORD
20h 05m
1 stop
$252American Airlines
Sat, Mar 14 - Mon, Mar 16
American Airlines Logo
5:48 pm - 1:19 pm
ORD
-
ORH
18h 31m
1 stop
American Airlines Logo
1:44 pm - 8:49 am
ORH
-
ORD
20h 05m
1 stop
$253American Airlines
Tue, Mar 24 - Sat, Mar 28
American Airlines Logo
8:55 pm - 1:19 pm
ORD
-
ORH
15h 24m
1 stop
American Airlines Logo
1:44 pm - 12:06 am
ORH
-
ORD
11h 22m
2 stops
$262American Airlines
Sat, Mar 14 - Mon, Mar 16
Delta Logo
5:30 am - 3:50 pm
ORD
-
ORH
9h 20m
2 stops
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
$263Delta
Wed, Mar 18 - Mon, Apr 13
American Airlines Logo
8:45 pm - 1:19 pm
ORD
-
ORH
15h 34m
2 stops
American Airlines Logo
1:44 pm - 7:25 am
ORH
-
ORD
18h 41m
2 stops
$268American Airlines
Tue, Mar 24 - Sat, Mar 28
American Airlines Logo
5:00 am - 2:14 pm
ORD
-
ORH
8h 14m
1 stop
American Airlines Logo
2:39 pm - 8:44 am
ORH
-
ORD
19h 05m
2 stops
$272American Airlines
Fri, May 1 - Mon, May 4
American Airlines Logo
8:55 pm - 1:19 pm
ORD
-
ORH
15h 24m
1 stop
American Airlines Logo
1:44 pm - 6:04 pm
ORH
-
ORD
5h 20m
1 stop
$296American Airlines
Sat, Mar 21 - Tue, Mar 24

Delta flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Our best Delta deals on Chicago O'Hare Intl Airport to Worcester, Massachusetts flight tickets
Delta
Aug 20
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
Aug 24
ORH3:18 pmWorcester
5h 04m
1 stop
ORD7:22 pmChicago O'Hare Intl
$213
Delta
Apr 30
ORD7:00 amChicago O'Hare Intl
8h 43m
2 stops
ORH4:43 pmWorcester
May 4
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
$223
Delta
Mar 18
ORD5:30 amChicago O'Hare Intl
9h 20m
2 stops
ORH3:50 pmWorcester
Apr 13
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
$263

American Airlines flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Our best American Airlines deals on Chicago O'Hare Intl Airport to Worcester, Massachusetts flight tickets
American Airlines
Apr 3
ORD6:40 amChicago O'Hare Intl
5h 39m
1 stop
ORH1:19 pmWorcester
Apr 5
ORH1:44 pmWorcester
8h 34m
1 stop
ORD9:18 pmChicago O'Hare Intl
$232
American Airlines
Jul 3
ORD6:34 amChicago O'Hare Intl
9h 18m
1 stop
ORH4:52 pmWorcester
Jul 7
ORH5:17 pmWorcester
7h 17m
1 stop
ORD11:34 pmChicago O'Hare Intl
$242
American Airlines
Apr 9
ORD6:40 amChicago O'Hare Intl
6h 34m
1 stop
ORH2:14 pmWorcester
Apr 19
ORH2:39 pmWorcester
18h 00m
1 stop
ORD7:39 amChicago O'Hare Intl
$243

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts 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, momondo users made 832,500 searches. Data last updated March 11, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/30

7:00 am-4:43 pm

2 stops8h 43m

Worcester

Mon 5/4

5:24 pm-10:15 pm

1 stop5h 51m

$223
Quickest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 4/3

6:40 am-1:19 pm

1 stop5h 39m

Worcester

Sun 4/5

1:44 pm-9:18 pm

1 stop8h 34m

$232

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/9

6:40 am-2:14 pm

1 stop6h 34m

Worcester

Sun 4/19

2:39 pm-7:39 am

1 stop18h 00m

$243

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 3/14

7:58 pm-1:19 pm

1 stop16h 21m

Worcester

Mon 3/16

1:44 pm-8:49 am

1 stop20h 05m

$252

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 3/24

5:48 pm-1:19 pm

1 stop18h 31m

Worcester

Sat 3/28

1:44 pm-8:49 am

1 stop20h 05m

$253

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 3/14

8:55 pm-1:19 pm

1 stop15h 24m

Worcester

Mon 3/16

1:44 pm-12:06 am

2 stops11h 22m

$262

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 3/18

5:30 am-3:50 pm

2 stops9h 20m

Worcester

Mon 4/13

5:24 pm-10:15 pm

1 stop5h 51m

$263

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 3/24

8:45 pm-1:19 pm

2 stops15h 34m

Worcester

Sat 3/28

1:44 pm-7:25 am

2 stops18h 41m

$268

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 5/1

5:00 am-2:14 pm

1 stop8h 14m

Worcester

Mon 5/4

2:39 pm-8:44 am

2 stops19h 05m

$272

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 3/21

8:55 pm-1:19 pm

1 stop15h 24m

Worcester

Tue 3/24

1:44 pm-6:04 pm

1 stop5h 20m

$296

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago O'Hare Intl to Worcester?

Delta and American Airlines are the most popular carriers operating from Chicago O'Hare Intl to Worcester

What airlines fly to Worcester, Massachusetts?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Worcester, Massachusetts from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Worcester, Massachusetts. Keep in mind that there are 6 different airlines that fly to Worcester, Massachusetts on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Worcester, Massachusetts according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Worcester, Massachusetts (ORD to ORH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Fastest flight time

4h 58m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts takes 4h 58m
There are no direct flights from Chicago O'Hare Intl Airport to Worcester, Massachusetts. There are no popular flight routes from Chicago O'Hare Intl Airport to Worcester, Massachusetts.
Search flight deals

  • How far is Chicago O'Hare Intl to Worcester by plane?

    Worcester is 823.6 mi away from Chicago O'Hare Intl. In terms of flight time, this usually takes a little over 4h 58m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Worcester Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Worcester Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Worcester Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Worcester Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Worcester Airport.

  • What documentation or ID do you need to fly to Worcester Airport?

    The travel and health documents you'll need for your trip to Worcester Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Worcester Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Worcester, Massachusetts?

Best airlines flying from Chicago O'Hare Intl Airport to Worcester, Massachusetts

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Worcester, Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $207Free CancellationRating
7.9
8,278 reviews
Search Delta flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Winchester

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Worcester?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Worcester for you.

Can I find flights from Chicago to Worcester with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Worcester from Chicago with this policy.

How can momondo help me find flights from Chicago to Worcester?

momondo helps you find the best flight between Chicago and Worcester by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Worcester right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Worcester, momondo offers a useful price alert feature which will track prices for flights to Worcester from Chicago and alert you when they change.

An easier way to manage your Worcester, Massachusetts trip

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