When did momondo last update prices for flights from Chicago to Worcester Airport?

Prices for flights from Chicago to Worcester Airport refresh daily.

How old do you have to be to fly from Chicago 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 to Worcester Airport.

What documentation or ID do you need to fly to Worcester Airport?

The travel and health documents required for your trip to Worcester Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Worcester Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$111 Cheap Flights from Chicago to Worcester, Massachusetts in 2026/27

Find the cheapest flights from Chicago to Boston

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:27 am - 3:27 pmORD Chicago O'Hare Intl-ORH Worcester

9h 00m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

4:10 pm - 10:17 pmORH Worcester-ORD Chicago O'Hare Intl

7h 07m1 stop New York LaGuardia

$226Delta

Thu, Oct 29 - Tue, Nov 3

5:27 am - 3:27 pmORD Chicago O'Hare Intl-ORH Worcester

9h 00m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

4:10 pm - 11:57 pmORH Worcester-ORD Chicago O'Hare Intl

8h 47m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

$231Delta

Thu, Oct 29 - Tue, Nov 3

7:00 am - 3:07 pmORD Chicago O'Hare Intl-ORH Worcester

7h 07m1 stop New York LaGuardia

4:08 pm - 10:13 pmORH Worcester-ORD Chicago O'Hare Intl

7h 05m1 stop New York LaGuardia

$244Delta

Fri, Dec 4 - Mon, Dec 7

7:00 am - 3:27 pmORD Chicago O'Hare Intl-ORH Worcester

7h 27m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:10 pm - 10:17 pmORH Worcester-ORD Chicago O'Hare Intl

7h 07m1 stop New York LaGuardia

$254Delta

Fri, Oct 30 - Mon, Nov 2

12:59 pm - 6:38 pmORD Chicago O'Hare Intl-ORH Worcester

4h 39m1 stop Philadelphia

7:04 pm - 11:00 pmORH Worcester-ORD Chicago O'Hare Intl

4h 56m1 stop Philadelphia

$276American Airlines

Fri, Dec 4 - Sun, Dec 6

12:59 pm - 6:38 pmORD Chicago O'Hare Intl-ORH Worcester

4h 39m1 stop Philadelphia

7:04 pm - 2:20 pmORH Worcester-ORD Chicago O'Hare Intl

20h 16m1 stop Philadelphia

$280American Airlines

Fri, Dec 4 - Mon, Dec 7

7:00 am - 3:07 pmORD Chicago O'Hare Intl-ORH Worcester

7h 07m1 stop New York LaGuardia

4:08 pm - 8:45 pmORH Worcester-ORD Chicago O'Hare Intl

5h 37m1 stop New York LaGuardia

$291Delta

Tue, Dec 1 - Fri, Dec 4

7:00 am - 3:19 pmORD Chicago O'Hare Intl-ORH Worcester

7h 19m1 stop New York LaGuardia

4:03 pm - 10:18 pmORH Worcester-ORD Chicago O'Hare Intl

7h 15m1 stop New York LaGuardia

$305Delta

Fri, Nov 20 - Sun, Nov 22

8:29 am - 4:49 pmORD Chicago O'Hare Intl-ORH Worcester

7h 20m1 stop Philadelphia

5:16 pm - 7:25 amORH Worcester-ORD Chicago O'Hare Intl

15h 09m1 stop Philadelphia

$327American Airlines

Wed, Oct 21 - Sun, Oct 25

7:00 am - 3:07 pmORD Chicago O'Hare Intl-ORH Worcester

7h 07m1 stop New York LaGuardia

4:08 pm - 11:56 pmORH Worcester-ORD Chicago O'Hare Intl

8h 48m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

$333Delta

Fri, Dec 4 - Mon, Dec 7

Cheap last minute flights

Enter your travel dates to find the best prices.

7:30 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 28m1 stop New York LaGuardia

4:15 pm - 10:17 pmORH Worcester-ORD Chicago O'Hare Intl

7h 02m1 stop New York LaGuardia

$342Delta

Sun, Oct 11 - Wed, Oct 14

7:00 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:15 pm - 8:43 pmORH Worcester-ORD Chicago O'Hare Intl

5h 28m1 stop New York LaGuardia

$352Delta

Thu, Oct 15 - Mon, Oct 19

7:37 pm - 4:49 pmORD Chicago O'Hare Intl-ORH Worcester

20h 12m1 stop Philadelphia

5:16 pm - 7:25 amORH Worcester-ORD Chicago O'Hare Intl

15h 09m1 stop Philadelphia

$467American Airlines

Thu, Oct 15 - Sun, Oct 18

7:00 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:15 pm - 10:17 pmORH Worcester-ORD Chicago O'Hare Intl

7h 02m1 stop New York LaGuardia

$498Delta

Thu, Oct 15 - Sun, Oct 18

7:00 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:15 pm - 7:36 amORH Worcester-ORD Chicago O'Hare Intl

16h 21m1 stop New York LaGuardia

$515Delta

Thu, Oct 15 - Sun, Oct 18

7:37 pm - 4:49 pmORD Chicago O'Hare Intl-ORH Worcester

20h 12m1 stop Philadelphia

5:16 pm - 4:15 pmORH Worcester-ORD Chicago O'Hare Intl

23h 59m2 stops Philadelphia Washington, D.C. Reagan-National

$556American Airlines

Fri, Oct 16 - Sun, Oct 18

7:00 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:15 pm - 11:57 pmORH Worcester-ORD Chicago O'Hare Intl

8h 42m2 stops New York LaGuardia Atlanta Hartsfield-Jackson

$724Delta

Thu, Oct 15 - Mon, Oct 19

7:00 am - 2:58 pmORD Chicago O'Hare Intl-ORH Worcester

6h 58m2 stops Detroit Metropolitan Wayne County New York LaGuardia

4:15 pm - 10:17 pmORH Worcester-ORD Chicago O'Hare Intl

7h 02m1 stop New York LaGuardia

$864Delta

Fri, Oct 16 - Sun, Oct 18

6:59 am - 4:49 pmORD Chicago O'Hare Intl-ORH Worcester

8h 50m2 stops Washington, D.C. Reagan-National Philadelphia

5:16 pm - 5:49 amORH Worcester-ORD Chicago O'Hare Intl

13h 33m2 stops Philadelphia Cleveland Hopkins Intl

$979American Airlines

Fri, Oct 16 - Sun, Oct 18

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Delta flights from Chicago to Worcester, Massachusetts

Our best Delta deals on Chicago to Worcester, Massachusetts flight tickets

Delta

Oct 29

ORD5:27 amChicago O'Hare Intl

9h 00m

2 stops

ORH3:27 pmWorcester

Nov 3

ORH4:10 pmWorcester

7h 07m

1 stop

ORD10:17 pmChicago O'Hare Intl

$226

Delta

Oct 29

ORD5:27 amChicago O'Hare Intl

9h 00m

2 stops

ORH3:27 pmWorcester

Nov 3

ORH4:10 pmWorcester

8h 47m

2 stops

ORD11:57 pmChicago O'Hare Intl

$231

Delta

Dec 4

ORD7:00 amChicago O'Hare Intl

7h 07m

1 stop

ORH3:07 pmWorcester

Dec 7

ORH4:08 pmWorcester

7h 05m

1 stop

ORD10:13 pmChicago O'Hare Intl

$244

American Airlines flights from Chicago to Worcester, Massachusetts

Our best American Airlines deals on Chicago to Worcester, Massachusetts flight tickets

American Airlines

Dec 4

ORD12:59 pmChicago O'Hare Intl

4h 39m

1 stop

ORH6:38 pmWorcester

Dec 6

ORH7:04 pmWorcester

4h 56m

1 stop

ORD11:00 pmChicago O'Hare Intl

$276

American Airlines

Dec 4

ORD12:59 pmChicago O'Hare Intl

4h 39m

1 stop

ORH6:38 pmWorcester

Dec 7

ORH7:04 pmWorcester

20h 16m

1 stop

ORD2:20 pmChicago O'Hare Intl

$280

American Airlines

Oct 21

ORD8:29 amChicago O'Hare Intl

7h 20m

1 stop

ORH4:49 pmWorcester

Oct 25

ORH5:16 pmWorcester

15h 09m

1 stop

ORD7:25 amChicago O'Hare Intl

$327

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Worcester, Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Thu 10/29

5:27 am-3:27 pm

2 stops9h 00m

Worcester

Tue 11/3

4:10 pm-10:17 pm

1 stop7h 07m

$226

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Thu 10/29

5:27 am-3:27 pm

2 stops9h 00m

Worcester

Tue 11/3

4:10 pm-11:57 pm

2 stops8h 47m

$231

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 12/4

7:00 am-3:07 pm

1 stop7h 07m

Worcester

Mon 12/7

4:08 pm-10:13 pm

1 stop7h 05m

$244

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 10/30

7:00 am-3:27 pm

2 stops7h 27m

Worcester

Mon 11/2

4:10 pm-10:17 pm

1 stop7h 07m

$254

Quickest round-trip

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 12/4

12:59 pm-6:38 pm

1 stop4h 39m

Worcester

Sun 12/6

7:04 pm-11:00 pm

1 stop4h 56m

$276

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 12/4

12:59 pm-6:38 pm

1 stop4h 39m

Worcester

Mon 12/7

7:04 pm-2:20 pm

1 stop20h 16m

$280

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Tue 12/1

7:00 am-3:07 pm

1 stop7h 07m

Worcester

Fri 12/4

4:08 pm-8:45 pm

1 stop5h 37m

$291

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 11/20

7:00 am-3:19 pm

1 stop7h 19m

Worcester

Sun 11/22

4:03 pm-10:18 pm

1 stop7h 15m

$305

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Wed 10/21

8:29 am-4:49 pm

1 stop7h 20m

Worcester

Sun 10/25

5:16 pm-7:25 am

1 stop15h 09m

$327

ChicagoWorcester

ORD Chicago O'Hare Intl - ORH Worcester

ORDORH

Chicago O'Hare Intl

Fri 12/4

7:00 am-3:07 pm

1 stop7h 07m

Worcester

Mon 12/7

4:08 pm-11:56 pm

2 stops8h 48m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago 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 to Worcester?

Delta is the most popular carrier operating from Chicago 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 according to our data. United Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Worcester, Massachusetts. Keep in mind that there are 5 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 to Worcester, Massachusetts

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Worcester, Massachusetts according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Worcester, Massachusetts (CHI to ORH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Worcester, Massachusetts

Best Price Found	$111
Fastest flight time	6h 28m
Direct flights	None

The best one-way flight to Worcester, Massachusetts from Chicago in the past 72 hours is $111. The best round-trip flight deal from Chicago to Worcester, Massachusetts found on momondo in the last 72 hours is $226.

The fastest flight from Chicago to Worcester, Massachusetts takes 6h 28m

There are no direct flights from Chicago to Worcester, Massachusetts. There are no popular flight routes from Chicago to Worcester, Massachusetts.

Search flight deals

Frequently asked questions about flying from Chicago to Worcester, Massachusetts

How far is Chicago to Worcester by plane?
Worcester is 810.4 mi away from Chicago. Typically, this will take 6h 28m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Worcester Airport?
Prices for flights from Chicago to Worcester Airport refresh daily.
How old do you have to be to fly from Chicago 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 to Worcester Airport.
What documentation or ID do you need to fly to Worcester Airport?
The travel and health documents required for your trip to Worcester Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Worcester Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Winchester

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Worcester?

Finding the right flight to Worcester from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Worcester quick and easy, saving you time and money.

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?

Once you have performed a search for Chicago to Worcester flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Worcester right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Worcester now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Worcester and let you know when they change.