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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 7/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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.
American Airlines Logo
6:45 am - 4:58 pm
ORD
-
ORH
9h 13m
1 stop
American Airlines Logo
5:23 pm - 12:11 pm
ORH
-
ORD
19h 48m
1 stop
$192American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
5:00 am - 4:58 pm
ORD
-
ORH
10h 58m
1 stop
American Airlines Logo
5:23 pm - 11:44 pm
ORH
-
ORD
7h 21m
1 stop
$196American Airlines
Thu, Aug 27 - Wed, Sep 2
American Airlines Logo
6:45 am - 4:58 pm
ORD
-
ORH
9h 13m
1 stop
American Airlines Logo
5:23 pm - 11:08 am
ORH
-
ORD
18h 45m
1 stop
$200American Airlines
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
5:00 am - 4:51 pm
ORD
-
ORH
10h 51m
1 stop
American Airlines Logo
5:16 pm - 12:41 am
ORH
-
ORD
8h 25m
1 stop
$226American Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
8:29 am - 4:51 pm
ORD
-
ORH
7h 22m
1 stop
American Airlines Logo
5:16 pm - 12:29 am
ORH
-
ORD
8h 13m
1 stop
$230American Airlines
Thu, Jul 9 - Mon, Jul 13
American Airlines Logo
5:00 am - 4:51 pm
ORD
-
ORH
10h 51m
1 stop
American Airlines Logo
5:16 pm - 12:29 am
ORH
-
ORD
8h 13m
1 stop
$246American Airlines
Thu, Jul 30 - Sun, Aug 2
American Airlines Logo
5:00 am - 4:51 pm
ORD
-
ORH
10h 51m
1 stop
American Airlines Logo
5:16 pm - 6:28 am
ORH
-
ORD
14h 12m
1 stop
$270American Airlines
Wed, Jul 8 - Sun, Jul 12
Delta Logo
10:30 am - 5:00 pm
ORD
-
ORH
5h 30m
1 stop
Delta Logo
5:40 pm - 7:29 am
ORH
-
ORD
14h 49m
1 stop
$274Delta
Tue, Jul 28 - Sun, Aug 2
American Airlines Logo
8:20 am - 4:58 pm
ORD
-
ORH
7h 38m
1 stop
American Airlines Logo
5:23 pm - 11:44 pm
ORH
-
ORD
7h 21m
1 stop
$280American Airlines
Thu, Aug 27 - Mon, Aug 31
Delta Logo
5:30 am - 5:00 pm
ORD
-
ORH
10h 30m
2 stops
Delta Logo
5:40 pm - 7:29 am
ORH
-
ORD
14h 49m
1 stop
$284Delta
Tue, Jul 28 - Sun, Aug 2

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

Our best JetBlue deals on Chicago O'Hare Intl Airport to Worcester, Massachusetts flight tickets
JetBlue
Aug 29
ORD7:00 amChicago O'Hare Intl
7h 52m
1 stop
ORH3:52 pmWorcester
Sep 1
ORH4:45 pmWorcester
7h 59m
1 stop
ORD11:44 pmChicago O'Hare Intl
$382
JetBlue
Aug 12
ORD7:00 amChicago O'Hare Intl
7h 52m
1 stop
ORH3:52 pmWorcester
Aug 13
ORH4:45 pmWorcester
7h 59m
1 stop
ORD11:44 pmChicago O'Hare Intl
$398
JetBlue
Aug 29
ORD7:00 amChicago O'Hare Intl
7h 52m
1 stop
ORH3:52 pmWorcester
Sep 1
ORH4:45 pmWorcester
7h 59m
1 stop
ORD11:44 pmChicago O'Hare Intl
$412

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
Aug 15
ORD6:45 amChicago O'Hare Intl
9h 13m
1 stop
ORH4:58 pmWorcester
Aug 22
ORH5:23 pmWorcester
19h 48m
1 stop
ORD12:11 pmChicago O'Hare Intl
$192
American Airlines
Aug 27
ORD5:00 amChicago O'Hare Intl
10h 58m
1 stop
ORH4:58 pmWorcester
Sep 2
ORH5:23 pmWorcester
7h 21m
1 stop
ORD11:44 pmChicago O'Hare Intl
$196
American Airlines
Aug 28
ORD6:45 amChicago O'Hare Intl
9h 13m
1 stop
ORH4:58 pmWorcester
Aug 31
ORH5:23 pmWorcester
18h 45m
1 stop
ORD11:08 amChicago O'Hare Intl
$200

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 June 27, 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

Sat 8/15

6:45 am-4:58 pm

1 stop9h 13m

Worcester

Sat 8/22

5:23 pm-12:11 pm

1 stop19h 48m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 8/27

5:00 am-4:58 pm

1 stop10h 58m

Worcester

Wed 9/2

5:23 pm-11:44 pm

1 stop7h 21m

$196

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 8/28

6:45 am-4:58 pm

1 stop9h 13m

Worcester

Mon 8/31

5:23 pm-11:08 am

1 stop18h 45m

$200

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 7/7

5:00 am-4:51 pm

1 stop10h 51m

Worcester

Sat 7/11

5:16 pm-12:41 am

1 stop8h 25m

$226

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 7/9

8:29 am-4:51 pm

1 stop7h 22m

Worcester

Mon 7/13

5:16 pm-12:29 am

1 stop8h 13m

$230

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 7/30

5:00 am-4:51 pm

1 stop10h 51m

Worcester

Sun 8/2

5:16 pm-12:29 am

1 stop8h 13m

$246

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 7/8

5:00 am-4:51 pm

1 stop10h 51m

Worcester

Sun 7/12

5:16 pm-6:28 am

1 stop14h 12m

$270

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 7/28

10:30 am-5:00 pm

1 stop5h 30m

Worcester

Sun 8/2

5:40 pm-7:29 am

1 stop14h 49m

$274
Quickest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 8/27

8:20 am-4:58 pm

1 stop7h 38m

Worcester

Mon 8/31

5:23 pm-11:44 pm

1 stop7h 21m

$280

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 7/28

5:30 am-5:00 pm

2 stops10h 30m

Worcester

Sun 8/2

5:40 pm-7:29 am

1 stop14h 49m

$284

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

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?

United Airlines, American 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. United Airlines is the first choice among our users, with 41% 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

5h 28m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts takes 5h 28m
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

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Worcester, Massachusetts

  • 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 5h 28m.

  • 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 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.

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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