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Cheap flights from Chicago O'Hare Intl Airport to Boston from $85

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 12/29. 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
6:38 am - 1:58 pmORD-ORH
6h 20m1 stop
American Airlines Logo
2:18 pm - 8:15 pmORH-ORD
6h 57m1 stop
$155American Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
4:51 pm - 1:11 pmORD-ORH
19h 20m1 stop
American Airlines Logo
1:45 pm - 10:03 amORH-ORD
21h 18m1 stop
$173American Airlines
Find Deal
Wed, Dec 24 - Sun, Dec 28
American Airlines Logo
4:05 pm - 1:11 pmORD-ORH
20h 06m2 stops
American Airlines Logo
1:45 pm - 10:03 amORH-ORD
21h 18m1 stop
$183American Airlines
Find Deal
Wed, Dec 24 - Sun, Dec 28
Delta Logo
7:10 am - 3:33 pmORD-ORH
7h 23m1 stop
Delta Logo
4:30 pm - 10:05 pmORH-ORD
6h 35m1 stop
$192Delta
Find Deal
Wed, Feb 18 - Mon, Feb 23
Delta Logo
6:45 am - 3:33 pmORD-ORH
7h 48m2 stops
Delta Logo
4:30 pm - 10:05 pmORH-ORD
6h 35m1 stop
$202Delta
Find Deal
Wed, Feb 18 - Mon, Feb 23
Delta Logo
7:05 am - 3:36 pmORD-ORH
7h 31m2 stops
Delta Logo
4:16 pm - 11:59 pmORH-ORD
8h 43m2 stops
$207Delta
Find Deal
Thu, Jan 8 - Mon, Jan 12
American Airlines Logo
6:38 am - 1:58 pmORD-ORH
6h 20m1 stop
American Airlines Logo
2:18 pm - 11:27 pmORH-ORD
10h 09m2 stops
$214American Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
6:40 am - 1:19 pmORD-ORH
5h 39m1 stop
American Airlines Logo
1:44 pm - 8:49 amORH-ORD
20h 05m1 stop
$224American Airlines
Find Deal
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
6:40 am - 1:18 pmORD-ORH
5h 38m1 stop
American Airlines Logo
1:44 pm - 10:14 amORH-ORD
21h 30m1 stop
$233American Airlines
Find Deal
Tue, Mar 31 - Sun, Apr 5
American Airlines Logo
8:56 pm - 1:53 pmORD-ORH
15h 57m1 stop
American Airlines Logo
2:23 pm - 11:35 amORH-ORD
22h 12m2 stops
$234American Airlines
Find Deal
Wed, Jan 7 - Sat, Jan 10

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
Jan 17
ORD6:38 amChicago O'Hare Intl
6h 20m
1 stop
ORH1:58 pmWorcester
Jan 18
ORH2:18 pmWorcester
6h 57m
1 stop
ORD8:15 pmChicago O'Hare Intl
$155
Find similar
American Airlines
Dec 24
ORD4:51 pmChicago O'Hare Intl
19h 20m
1 stop
ORH1:11 pmWorcester
Dec 28
ORH1:45 pmWorcester
21h 18m
1 stop
ORD10:03 amChicago O'Hare Intl
$173
Find similar
American Airlines
Dec 24
ORD4:05 pmChicago O'Hare Intl
20h 06m
2 stops
ORH1:11 pmWorcester
Dec 28
ORH1:45 pmWorcester
21h 18m
1 stop
ORD10:03 amChicago O'Hare Intl
$183
Find similar

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
Feb 18
ORD7:10 amChicago O'Hare Intl
7h 23m
1 stop
ORH3:33 pmWorcester
Feb 23
ORH4:30 pmWorcester
6h 35m
1 stop
ORD10:05 pmChicago O'Hare Intl
$192
Find similar
Delta
Feb 18
ORD5:25 amChicago O'Hare Intl
9h 08m
2 stops
ORH3:33 pmWorcester
Feb 24
ORH4:30 pmWorcester
5h 09m
1 stop
ORD8:39 pmChicago O'Hare Intl
$202
Find similar
Delta
Jan 8
ORD7:05 amChicago O'Hare Intl
7h 31m
2 stops
ORH3:36 pmWorcester
Jan 12
ORH4:16 pmWorcester
8h 43m
2 stops
ORD11:59 pmChicago O'Hare Intl
$207
Find similar

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 November 24, 2025.
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

Sat 1/17

6:38 am-1:58 pm

1 stop6h 20m

Worcester

Sun 1/18

2:18 pm-8:15 pm

1 stop6h 57m

$155

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 12/24

4:51 pm-1:11 pm

1 stop19h 20m

Worcester

Sun 12/28

1:45 pm-10:03 am

1 stop21h 18m

$173

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 12/24

4:05 pm-1:11 pm

2 stops20h 06m

Worcester

Sun 12/28

1:45 pm-10:03 am

1 stop21h 18m

$183

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 2/18

7:10 am-3:33 pm

1 stop7h 23m

Worcester

Mon 2/23

4:30 pm-10:05 pm

1 stop6h 35m

$192

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 2/18

6:45 am-3:33 pm

2 stops7h 48m

Worcester

Mon 2/23

4:30 pm-10:05 pm

1 stop6h 35m

$202

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 1/8

7:05 am-3:36 pm

2 stops7h 31m

Worcester

Mon 1/12

4:16 pm-11:59 pm

2 stops8h 43m

$207

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Sat 1/17

6:38 am-1:58 pm

1 stop6h 20m

Worcester

Sun 1/18

2:18 pm-11:27 pm

2 stops10h 09m

$214

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Thu 2/19

6:40 am-1:19 pm

1 stop5h 39m

Worcester

Tue 2/24

1:44 pm-8:49 am

1 stop20h 05m

$224

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Tue 3/31

6:40 am-1:18 pm

1 stop5h 38m

Worcester

Sun 4/5

1:44 pm-10:14 am

1 stop21h 30m

$233

ChicagoWorcester

ORD - ORH

ORDORH

Chicago O'Hare Intl

Wed 1/7

8:56 pm-1:53 pm

1 stop15h 57m

Worcester

Sat 1/10

2:23 pm-11:35 am

2 stops22h 12m

$234

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 day to depart on your flight to Worcester, Massachusetts?

The cheapest day to depart from Chicago O'Hare Intl Airport to Worcester, Massachusetts is on a Thursday. Travelers who choose to depart for Worcester, Massachusetts on a Thursday will often find tickets for as low as $258. On the other hand, Friday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $270.

What is the cheapest time of day to depart on your flight to Worcester, Massachusetts?

The cheapest time of day to fly to Worcester, Massachusetts is in the morning when flights can be purchased for as low as $228. Flights in the evening are often more expensive with an average ticket price of $295.

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

Direct flights

None
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.
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  • 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 3h 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 $212Free CancellationRating
7.9
7,997 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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