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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 3/7. 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.
American Airlines Logo
6:40 am - 1:05 pm
ORD
-
ORH
5h 25m
1 stop
American Airlines Logo
1:44 pm - 9:18 pm
ORH
-
ORD
8h 34m
1 stop
$162American Airlines
Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
8:45 pm - 1:05 pm
ORD
-
ORH
15h 20m
2 stops
American Airlines Logo
1:44 pm - 9:18 pm
ORH
-
ORD
8h 34m
1 stop
$172American Airlines
Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
8:45 pm - 1:05 pm
ORD
-
ORH
15h 20m
2 stops
American Airlines Logo
1:44 pm - 12:16 am
ORH
-
ORD
11h 32m
2 stops
$177American Airlines
Wed, Mar 4 - Sun, Mar 8
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
Delta Logo
3:18 pm - 7:22 pm
ORH
-
ORD
5h 04m
1 stop
$192Delta
Wed, Jul 8 - Mon, Jul 13
American Airlines Logo
6:40 am - 1:19 pm
ORD
-
ORH
5h 39m
1 stop
American Airlines Logo
1:44 pm - 10:00 am
ORH
-
ORD
21h 16m
1 stop
$197American Airlines
Thu, Mar 26 - Sun, Mar 29
Delta Logo
6:00 am - 2:39 pm
ORD
-
ORH
7h 39m
2 stops
Delta Logo
3:18 pm - 7:22 pm
ORH
-
ORD
5h 04m
1 stop
$202Delta
Wed, Jul 8 - Mon, Jul 13
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
Delta Logo
3:18 pm - 7:22 pm
ORH
-
ORD
5h 04m
1 stop
$212Delta
Fri, Jul 10 - Mon, Jul 13
American Airlines Logo
8:51 pm - 1:19 pm
ORD
-
ORH
15h 28m
2 stops
American Airlines Logo
1:44 pm - 10:00 am
ORH
-
ORD
21h 16m
1 stop
$217American Airlines
Thu, Mar 26 - Sun, Mar 29
Delta Logo
9:35 am - 3:50 pm
ORD
-
ORH
5h 15m
1 stop
Delta Logo
4:33 pm - 10:12 pm
ORH
-
ORD
6h 39m
1 stop
$227Delta
Tue, Mar 17 - Thu, Mar 19
American Airlines Logo
6:40 am - 2:14 pm
ORD
-
ORH
6h 34m
1 stop
American Airlines Logo
2:39 pm - 11:38 am
ORH
-
ORD
21h 59m
1 stop
$232American Airlines
Thu, Apr 9 - Mon, Apr 13

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
Mar 4
ORD6:40 amChicago O'Hare Intl
5h 25m
1 stop
ORH1:05 pmWorcester
Mar 8
ORH1:44 pmWorcester
8h 34m
1 stop
ORD9:18 pmChicago O'Hare Intl
$162
American Airlines
Mar 4
ORD8:45 pmChicago O'Hare Intl
15h 20m
2 stops
ORH1:05 pmWorcester
Mar 8
ORH1:44 pmWorcester
8h 34m
1 stop
ORD9:18 pmChicago O'Hare Intl
$172
American Airlines
Mar 4
ORD8:45 pmChicago O'Hare Intl
15h 20m
2 stops
ORH1:05 pmWorcester
Mar 8
ORH1:44 pmWorcester
11h 32m
2 stops
ORD12:16 amChicago O'Hare Intl
$177

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
Jul 8
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
Jul 13
ORH3:18 pmWorcester
5h 04m
1 stop
ORD7:22 pmChicago O'Hare Intl
$192
Delta
Jul 8
ORD6:00 amChicago O'Hare Intl
7h 39m
2 stops
ORH2:39 pmWorcester
Jul 13
ORH3:18 pmWorcester
5h 04m
1 stop
ORD7:22 pmChicago O'Hare Intl
$202
Delta
Jul 10
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
Jul 13
ORH3:18 pmWorcester
5h 04m
1 stop
ORD7:22 pmChicago O'Hare Intl
$212

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 February 18, 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

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 3/4

6:40 am-1:05 pm

1 stop5h 25m

Worcester

Sun 3/8

1:44 pm-9:18 pm

1 stop8h 34m

$162

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 3/4

8:45 pm-1:05 pm

2 stops15h 20m

Worcester

Sun 3/8

1:44 pm-9:18 pm

1 stop8h 34m

$172

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 3/4

8:45 pm-1:05 pm

2 stops15h 20m

Worcester

Sun 3/8

1:44 pm-12:16 am

2 stops11h 32m

$177

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 7/8

7:00 am-2:39 pm

1 stop6h 39m

Worcester

Mon 7/13

3:18 pm-7:22 pm

1 stop5h 04m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 3/26

6:40 am-1:19 pm

1 stop5h 39m

Worcester

Sun 3/29

1:44 pm-10:00 am

1 stop21h 16m

$197

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 7/8

6:00 am-2:39 pm

2 stops7h 39m

Worcester

Mon 7/13

3:18 pm-7:22 pm

1 stop5h 04m

$202

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 7/10

7:00 am-2:39 pm

1 stop6h 39m

Worcester

Mon 7/13

3:18 pm-7:22 pm

1 stop5h 04m

$212

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 3/26

8:51 pm-1:19 pm

2 stops15h 28m

Worcester

Sun 3/29

1:44 pm-10:00 am

1 stop21h 16m

$217

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 3/17

9:35 am-3:50 pm

1 stop5h 15m

Worcester

Thu 3/19

4:33 pm-10:12 pm

1 stop6h 39m

$227

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/9

6:40 am-2:14 pm

1 stop6h 34m

Worcester

Mon 4/13

2:39 pm-11:38 am

1 stop21h 59m

$232

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?

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 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

5h 15m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts takes 5h 15m
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 5h 15m.

  • 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 $212Free CancellationRating
7.9
8,207 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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