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Cheap flights from Chicago O'Hare Intl Airport to Boston from $109

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 5/30. 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 - 10:19 pm
ORH
-
ORD
5h 55m
1 stop
$192Delta
Wed, Apr 29 - Wed, May 6
Delta Logo
8:52 am - 4:43 pm
ORD
-
ORH
6h 51m
2 stops
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
$202Delta
Wed, Apr 29 - Tue, May 5
Delta Logo
7:05 am - 3:33 pm
ORD
-
ORH
7h 28m
1 stop
Delta Logo
4:15 pm - 8:46 pm
ORH
-
ORD
5h 31m
1 stop
$207Delta
Thu, May 28 - Tue, Jun 2
Delta Logo
5:15 am - 4:43 pm
ORD
-
ORH
10h 28m
2 stops
Delta Logo
5:24 pm - 10:19 pm
ORH
-
ORD
5h 55m
1 stop
$212Delta
Thu, Apr 30 - Wed, May 6
American Airlines Logo
5:00 am - 4:53 pm
ORD
-
ORH
10h 53m
1 stop
American Airlines Logo
5:18 pm - 7:02 am
ORH
-
ORD
14h 44m
2 stops
$217American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
5:45 pm - 2:14 pm
ORD
-
ORH
19h 29m
1 stop
American Airlines Logo
2:39 pm - 11:58 pm
ORH
-
ORD
10h 19m
1 stop
$220American Airlines
Tue, Apr 28 - Sat, May 2
American Airlines Logo
7:15 pm - 2:14 pm
ORD
-
ORH
17h 59m
1 stop
American Airlines Logo
2:39 pm - 11:54 pm
ORH
-
ORD
10h 15m
2 stops
$230American Airlines
Tue, Apr 28 - Sat, May 2
American Airlines Logo
5:00 am - 4:53 pm
ORD
-
ORH
10h 53m
1 stop
American Airlines Logo
5:18 pm - 7:02 am
ORH
-
ORD
14h 44m
2 stops
$237American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
5:00 am - 4:53 pm
ORD
-
ORH
10h 53m
1 stop
American Airlines Logo
5:18 pm - 11:31 pm
ORH
-
ORD
7h 13m
1 stop
$247American Airlines
Wed, Jun 10 - Sat, Jun 13
American Airlines Logo
5:00 am - 4:53 pm
ORD
-
ORH
10h 53m
1 stop
American Airlines Logo
5:18 pm - 11:23 pm
ORH
-
ORD
7h 05m
2 stops
$257American Airlines
Wed, Jun 10 - Sat, Jun 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
May 28
ORD5:00 amChicago O'Hare Intl
10h 53m
1 stop
ORH4:53 pmWorcester
Jun 2
ORH5:18 pmWorcester
14h 44m
2 stops
ORD7:02 amChicago O'Hare Intl
$217
American Airlines
Apr 28
ORD5:45 pmChicago O'Hare Intl
19h 29m
1 stop
ORH2:14 pmWorcester
May 2
ORH2:39 pmWorcester
10h 19m
1 stop
ORD11:58 pmChicago O'Hare Intl
$220
American Airlines
Apr 21
ORD6:40 amChicago O'Hare Intl
6h 34m
1 stop
ORH2:14 pmWorcester
Apr 25
ORH2:39 pmWorcester
5h 57m
1 stop
ORD7:36 pmChicago O'Hare Intl
$226

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 6
ORH5:24 pmWorcester
5h 55m
1 stop
ORD10:19 pmChicago O'Hare Intl
$192
Delta
Apr 29
ORD8:52 amChicago O'Hare Intl
6h 51m
2 stops
ORH4:43 pmWorcester
May 5
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
$202
Delta
May 28
ORD7:05 amChicago O'Hare Intl
7h 28m
1 stop
ORH3:33 pmWorcester
Jun 2
ORH4:15 pmWorcester
5h 31m
1 stop
ORD8:46 pmChicago O'Hare Intl
$207

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 April 14, 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
Quickest round-trip

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 4/29

9:35 am-4:43 pm

1 stop6h 08m

Worcester

Wed 5/6

5:24 pm-10:19 pm

1 stop5h 55m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 4/29

8:52 am-4:43 pm

2 stops6h 51m

Worcester

Tue 5/5

5:24 pm-10:15 pm

1 stop5h 51m

$202

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 5/28

7:05 am-3:33 pm

1 stop7h 28m

Worcester

Tue 6/2

4:15 pm-8:46 pm

1 stop5h 31m

$207

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 4/30

5:15 am-4:43 pm

2 stops10h 28m

Worcester

Wed 5/6

5:24 pm-10:19 pm

1 stop5h 55m

$212

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 5/28

5:00 am-4:53 pm

1 stop10h 53m

Worcester

Tue 6/2

5:18 pm-7:02 am

2 stops14h 44m

$217

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 4/28

5:45 pm-2:14 pm

1 stop19h 29m

Worcester

Sat 5/2

2:39 pm-11:58 pm

1 stop10h 19m

$220

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 4/28

7:15 pm-2:14 pm

1 stop17h 59m

Worcester

Sat 5/2

2:39 pm-11:54 pm

2 stops10h 15m

$230

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 5/28

5:00 am-4:53 pm

1 stop10h 53m

Worcester

Tue 6/2

5:18 pm-7:02 am

2 stops14h 44m

$237

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 6/10

5:00 am-4:53 pm

1 stop10h 53m

Worcester

Sat 6/13

5:18 pm-11:31 pm

1 stop7h 13m

$247

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 6/10

5:00 am-4:53 pm

1 stop10h 53m

Worcester

Sat 6/13

5:18 pm-11:23 pm

2 stops7h 05m

$257

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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?

American Airlines and Delta 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 39% 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 30m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Worcester, Massachusetts takes 5h 30m
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 30m.

  • 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
8,406 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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