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Cheap flights from Worcester, Massachusetts to Chicago from $94

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Worcester, Massachusetts to Chicago departing on 1/11. 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 Worcester, Massachusetts to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:45 pm - 10:12 amORH-ORD
21h 27m1 stop
American Airlines Logo
6:00 am - 1:11 pmORD-ORH
6h 11m1 stop
$154American Airlines
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Sat, Dec 20 - Thu, Dec 25
American Airlines Logo
3:30 pm - 7:19 amORH-ORD
16h 49m2 stops
American Airlines Logo
5:00 am - 3:02 pmORD-ORH
9h 02m1 stop
$164American Airlines
Find Deal
Wed, Dec 10 - Mon, Dec 15
American Airlines Logo
3:17 pm - 7:04 amORH-ORD
16h 47m1 stop
American Airlines Logo
6:47 am - 2:51 pmORD-ORH
7h 04m1 stop
$173American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
3:17 pm - 7:21 amORH-ORD
17h 04m2 stops
American Airlines Logo
6:47 am - 2:51 pmORD-ORH
7h 04m1 stop
$183American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
1:45 pm - 11:59 pmORH-ORD
11h 14m2 stops
American Airlines Logo
4:05 pm - 1:17 pmORD-ORH
20h 12m2 stops
$188American Airlines
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Sat, Dec 20 - Thu, Dec 25
American Airlines Logo
3:27 pm - 8:26 pmORH-ORD
5h 59m1 stop
American Airlines Logo
8:30 am - 3:02 pmORD-ORH
5h 32m1 stop
$192American Airlines
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Sat, Nov 15 - Wed, Nov 19
American Airlines Logo
3:27 pm - 8:26 pmORH-ORD
5h 59m1 stop
American Airlines Logo
5:00 am - 3:02 pmORD-ORH
9h 02m2 stops
$202American Airlines
Find Deal
Sat, Nov 15 - Wed, Nov 19
American Airlines Logo
3:27 pm - 11:58 pmORH-ORD
9h 31m2 stops
American Airlines Logo
5:00 am - 3:02 pmORD-ORH
9h 02m2 stops
$207American Airlines
Find Deal
Sat, Nov 15 - Wed, Nov 19
Delta Logo
4:03 pm - 10:35 pmORH-ORD
7h 32m1 stop
Delta Logo
7:45 am - 3:25 pmORD-ORH
6h 40m1 stop
$273Delta
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Fri, Nov 14 - Sun, Nov 16
Delta Logo
4:03 pm - 12:01 amORH-ORD
8h 58m2 stops
Delta Logo
7:45 am - 3:25 pmORD-ORH
6h 40m1 stop
$283Delta
Find Deal
Fri, Nov 14 - Sun, Nov 16

American Airlines flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport

Our best American Airlines deals on Worcester, Massachusetts to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 20
ORH1:45 pmWorcester
21h 27m
1 stop
ORD10:12 amChicago O'Hare Intl
Dec 25
ORD6:00 amChicago O'Hare Intl
6h 11m
1 stop
ORH1:11 pmWorcester
$154
Find similar
American Airlines
Dec 10
ORH3:30 pmWorcester
16h 49m
2 stops
ORD7:19 amChicago O'Hare Intl
Dec 15
ORD5:00 amChicago O'Hare Intl
9h 02m
1 stop
ORH3:02 pmWorcester
$164
Find similar
American Airlines
Nov 20
ORH3:17 pmWorcester
16h 47m
1 stop
ORD7:04 amChicago O'Hare Intl
Nov 24
ORD6:47 amChicago O'Hare Intl
7h 04m
1 stop
ORH2:51 pmWorcester
$173
Find similar

Delta flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport

Our best Delta deals on Worcester, Massachusetts to Chicago O'Hare Intl Airport flight tickets
Delta
Nov 10
ORH4:03 pmWorcester
5h 41m
1 stop
ORD8:44 pmChicago O'Hare Intl
Nov 13
ORD7:00 amChicago O'Hare Intl
7h 23m
1 stop
ORH3:23 pmWorcester
$192
Find similar
Delta
Nov 10
ORH4:03 pmWorcester
7h 32m
1 stop
ORD10:35 pmChicago O'Hare Intl
Nov 13
ORD5:23 amChicago O'Hare Intl
9h 00m
2 stops
ORH3:23 pmWorcester
$202
Find similar
Delta
Nov 10
ORH4:03 pmWorcester
8h 58m
2 stops
ORD12:01 amChicago O'Hare Intl
Nov 13
ORD6:45 amChicago O'Hare Intl
7h 38m
2 stops
ORH3:23 pmWorcester
$207
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport 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 4, 2025.
Use the filters below to find and compare flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 12/20

1:45 pm-10:12 am

1 stop21h 27m

Chicago O'Hare Intl

Thu 12/25

6:00 am-1:11 pm

1 stop6h 11m

$154

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 12/10

3:30 pm-7:19 am

2 stops16h 49m

Chicago O'Hare Intl

Mon 12/15

5:00 am-3:02 pm

1 stop9h 02m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 11/20

3:17 pm-7:04 am

1 stop16h 47m

Chicago O'Hare Intl

Mon 11/24

6:47 am-2:51 pm

1 stop7h 04m

$173

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 11/20

3:17 pm-7:21 am

2 stops17h 04m

Chicago O'Hare Intl

Mon 11/24

6:47 am-2:51 pm

1 stop7h 04m

$183

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 12/20

1:45 pm-11:59 pm

2 stops11h 14m

Chicago O'Hare Intl

Thu 12/25

4:05 pm-1:17 pm

2 stops20h 12m

$188

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 11/15

3:27 pm-8:26 pm

1 stop5h 59m

Chicago O'Hare Intl

Wed 11/19

8:30 am-3:02 pm

1 stop5h 32m

$192

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 11/15

3:27 pm-8:26 pm

1 stop5h 59m

Chicago O'Hare Intl

Wed 11/19

5:00 am-3:02 pm

2 stops9h 02m

$202

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 11/15

3:27 pm-11:58 pm

2 stops9h 31m

Chicago O'Hare Intl

Wed 11/19

5:00 am-3:02 pm

2 stops9h 02m

$207

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 11/14

4:03 pm-10:35 pm

1 stop7h 32m

Chicago O'Hare Intl

Sun 11/16

7:45 am-3:25 pm

1 stop6h 40m

$273

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 11/14

4:03 pm-12:01 am

2 stops8h 58m

Chicago O'Hare Intl

Sun 11/16

7:45 am-3:25 pm

1 stop6h 40m

$283

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Worcester, Massachusetts to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $323. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Worcester, Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $430.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Worcester, Massachusetts in the evening is the least expensive time of day to depart. momondo users have found prices as low as $268 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $356. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Worcester, Massachusetts to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Worcester, Massachusetts to Chicago O'Hare Intl Airport (ORH to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport. There are no popular flight routes from Worcester, Massachusetts to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Worcester to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 823.6 mi away from Worcester. 5h 59m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Worcester Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Worcester Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Worcester Airport to Chicago O'Hare Intl 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 Worcester Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

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

Finding the right flight to Chicago from Worcester 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 Chicago quick and easy, saving you time and money.

Can I find flights from Worcester to Chicago with flexible booking policies on momondo?

Flights from Worcester to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Worcester to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Worcester.

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

Yes momondo offers price alerts on flights to Chicago from Worcester. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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