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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 5/24. 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
9:35 am - 4:43 pm
ORD
-
ORH
6h 08m
1 stop
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
$192Delta
Wed, Apr 29 - Mon, May 4
Delta Logo
8:52 am - 4:43 pm
ORD
-
ORH
6h 51m
2 stops
Delta Logo
5:24 pm - 10:19 pm
ORH
-
ORD
5h 55m
1 stop
$202Delta
Wed, Apr 29 - Wed, May 6
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
$206Delta
Wed, Jun 10 - Fri, Jun 19
American Airlines Logo
6:40 am - 1:19 pm
ORD
-
ORH
5h 39m
1 stop
American Airlines Logo
1:44 pm - 7:39 am
ORH
-
ORD
18h 55m
1 stop
$212American Airlines
Thu, Apr 2 - Mon, Apr 6
Delta Logo
9:35 am - 4:43 pm
ORD
-
ORH
6h 08m
1 stop
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
$216Delta
Thu, Apr 30 - Tue, May 5
American Airlines Logo
6:40 am - 1:19 pm
ORD
-
ORH
5h 39m
1 stop
American Airlines Logo
2:39 pm - 11:54 pm
ORH
-
ORD
10h 15m
2 stops
$222American Airlines
Fri, Apr 3 - Tue, Apr 7
Delta Logo
9:35 am - 4:43 pm
ORD
-
ORH
6h 08m
1 stop
Delta Logo
5:24 pm - 10:19 pm
ORH
-
ORD
5h 55m
1 stop
$233Delta
Thu, Apr 30 - Wed, May 6
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
Delta Logo
3:18 pm - 8:45 pm
ORH
-
ORD
6h 27m
1 stop
$240Delta
Wed, Sep 9 - Fri, Sep 18
American Airlines Logo
8:55 pm - 1:19 pm
ORD
-
ORH
15h 24m
1 stop
American Airlines Logo
1:44 pm - 10:00 am
ORH
-
ORD
21h 16m
1 stop
$242American Airlines
Wed, Apr 1 - Sun, Apr 5
Delta Logo
7:10 am - 4:43 pm
ORD
-
ORH
8h 33m
2 stops
Delta Logo
5:24 pm - 10:19 pm
ORH
-
ORD
5h 55m
1 stop
$243Delta
Thu, Apr 30 - Wed, May 6

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
Apr 29
ORD9:35 amChicago O'Hare Intl
6h 08m
1 stop
ORH4:43 pmWorcester
May 4
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
$192
Delta
Apr 29
ORD8:52 amChicago O'Hare Intl
6h 51m
2 stops
ORH4:43 pmWorcester
May 6
ORH5:24 pmWorcester
5h 55m
1 stop
ORD10:19 pmChicago O'Hare Intl
$202
Delta
Jun 10
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
Jun 19
ORH3:18 pmWorcester
5h 04m
1 stop
ORD7:22 pmChicago O'Hare Intl
$206

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 2
ORD6:40 amChicago O'Hare Intl
5h 39m
1 stop
ORH1:19 pmWorcester
Apr 6
ORH1:44 pmWorcester
18h 55m
1 stop
ORD7:39 amChicago O'Hare Intl
$212
American Airlines
Apr 3
ORD6:40 amChicago O'Hare Intl
5h 39m
1 stop
ORH1:19 pmWorcester
Apr 7
ORH2:39 pmWorcester
10h 15m
2 stops
ORD11:54 pmChicago O'Hare Intl
$222
American Airlines
Apr 1
ORD8:55 pmChicago O'Hare Intl
15h 24m
1 stop
ORH1:19 pmWorcester
Apr 5
ORH1:44 pmWorcester
21h 16m
1 stop
ORD10:00 amChicago O'Hare Intl
$242

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 22, 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

Wed 4/29

9:35 am-4:43 pm

1 stop6h 08m

Worcester

Mon 5/4

5:24 pm-10:15 pm

1 stop5h 51m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 4/29

8:52 am-4:43 pm

2 stops6h 51m

Worcester

Wed 5/6

5:24 pm-10:19 pm

1 stop5h 55m

$202
Quickest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 6/10

7:00 am-2:39 pm

1 stop6h 39m

Worcester

Fri 6/19

3:18 pm-7:22 pm

1 stop5h 04m

$206

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/2

6:40 am-1:19 pm

1 stop5h 39m

Worcester

Mon 4/6

1:44 pm-7:39 am

1 stop18h 55m

$212

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/30

9:35 am-4:43 pm

1 stop6h 08m

Worcester

Tue 5/5

5:24 pm-10:15 pm

1 stop5h 51m

$216

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Fri 4/3

6:40 am-1:19 pm

1 stop5h 39m

Worcester

Tue 4/7

2:39 pm-11:54 pm

2 stops10h 15m

$222

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/30

9:35 am-4:43 pm

1 stop6h 08m

Worcester

Wed 5/6

5:24 pm-10:19 pm

1 stop5h 55m

$233

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 9/9

7:00 am-2:39 pm

1 stop6h 39m

Worcester

Fri 9/18

3:18 pm-8:45 pm

1 stop6h 27m

$240

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 4/1

8:55 pm-1:19 pm

1 stop15h 24m

Worcester

Sun 4/5

1:44 pm-10:00 am

1 stop21h 16m

$242

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/30

7:10 am-4:43 pm

2 stops8h 33m

Worcester

Wed 5/6

5:24 pm-10:19 pm

1 stop5h 55m

$243

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?

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 21m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts takes 4h 21m
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 21m.

  • 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
8,314 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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