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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 12/8. 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
1:47 pm - 10:03 amORH-ORD
21h 16m1 stop
American Airlines Logo
6:42 am - 1:53 pmORD-ORH
6h 11m1 stop
$154American Airlines
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Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
1:47 pm - 8:42 amORH-ORD
19h 55m1 stop
American Airlines Logo
7:56 pm - 1:53 pmORD-ORH
16h 57m2 stops
$164American Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
1:47 pm - 7:30 amORH-ORD
18h 43m2 stops
American Airlines Logo
7:56 pm - 1:53 pmORD-ORH
16h 57m2 stops
$169American Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 8
American Airlines Logo
12:19 pm - 8:42 amORH-ORD
21h 23m1 stop
American Airlines Logo
6:46 pm - 1:53 pmORD-ORH
18h 07m1 stop
$173American Airlines
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Wed, Dec 31 - Mon, Jan 5
American Airlines Logo
1:36 pm - 8:26 amORH-ORD
19h 50m2 stops
American Airlines Logo
8:45 pm - 1:17 pmORD-ORH
15h 32m1 stop
$183American Airlines
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Thu, Dec 25 - Sun, Dec 28
Delta Logo
4:30 pm - 10:05 pmORH-ORD
6h 35m1 stop
Delta Logo
7:10 am - 3:33 pmORD-ORH
7h 23m1 stop
$192Delta
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Wed, Feb 25 - Thu, Feb 26
American Airlines Logo
12:19 pm - 7:30 amORH-ORD
20h 11m2 stops
American Airlines Logo
6:46 pm - 1:53 pmORD-ORH
18h 07m1 stop
$194American Airlines
Find Deal
Wed, Dec 31 - Mon, Jan 5
Delta Logo
4:30 pm - 8:39 pmORH-ORD
5h 09m1 stop
Delta Logo
6:30 am - 3:33 pmORD-ORH
8h 03m2 stops
$202Delta
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Wed, Feb 25 - Tue, Mar 3
Delta Logo
4:30 pm - 11:57 pmORH-ORD
8h 27m2 stops
Delta Logo
6:45 am - 3:33 pmORD-ORH
7h 48m2 stops
$207Delta
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Wed, Feb 25 - Thu, Feb 26
Delta Logo
4:16 pm - 7:58 amORH-ORD
16h 42m1 stop
Delta Logo
9:35 am - 3:36 pmORD-ORH
5h 01m1 stop
$221Delta
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Mon, Jan 5 - Wed, Jan 7

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
Jan 1
ORH1:47 pmWorcester
21h 16m
1 stop
ORD10:03 amChicago O'Hare Intl
Jan 8
ORD6:42 amChicago O'Hare Intl
6h 11m
1 stop
ORH1:53 pmWorcester
$154
Find similar
American Airlines
Jan 1
ORH1:47 pmWorcester
19h 55m
1 stop
ORD8:42 amChicago O'Hare Intl
Jan 8
ORD7:56 pmChicago O'Hare Intl
16h 57m
2 stops
ORH1:53 pmWorcester
$164
Find similar
American Airlines
Jan 1
ORH1:47 pmWorcester
18h 43m
2 stops
ORD7:30 amChicago O'Hare Intl
Jan 8
ORD7:56 pmChicago O'Hare Intl
16h 57m
2 stops
ORH1:53 pmWorcester
$169
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
Feb 25
ORH4:30 pmWorcester
6h 35m
1 stop
ORD10:05 pmChicago O'Hare Intl
Feb 26
ORD7:10 amChicago O'Hare Intl
7h 23m
1 stop
ORH3:33 pmWorcester
$192
Find similar
Delta
Feb 25
ORH4:30 pmWorcester
5h 09m
1 stop
ORD8:39 pmChicago O'Hare Intl
Mar 3
ORD6:30 amChicago O'Hare Intl
8h 03m
2 stops
ORH3:33 pmWorcester
$202
Find similar
Delta
Feb 25
ORH4:30 pmWorcester
8h 27m
2 stops
ORD11:57 pmChicago O'Hare Intl
Mar 4
ORD5:25 amChicago O'Hare Intl
9h 08m
2 stops
ORH3:33 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 December 3, 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

Thu 1/1

1:47 pm-10:03 am

1 stop21h 16m

Chicago O'Hare Intl

Thu 1/8

6:42 am-1:53 pm

1 stop6h 11m

$154

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 1/1

1:47 pm-8:42 am

1 stop19h 55m

Chicago O'Hare Intl

Thu 1/8

7:56 pm-1:53 pm

2 stops16h 57m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 1/1

1:47 pm-7:30 am

2 stops18h 43m

Chicago O'Hare Intl

Thu 1/8

7:56 pm-1:53 pm

2 stops16h 57m

$169

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 12/31

12:19 pm-8:42 am

1 stop21h 23m

Chicago O'Hare Intl

Mon 1/5

6:46 pm-1:53 pm

1 stop18h 07m

$173

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 12/25

1:36 pm-8:26 am

2 stops19h 50m

Chicago O'Hare Intl

Sun 12/28

8:45 pm-1:17 pm

1 stop15h 32m

$183

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/25

4:30 pm-10:05 pm

1 stop6h 35m

Chicago O'Hare Intl

Thu 2/26

7:10 am-3:33 pm

1 stop7h 23m

$192

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 12/31

12:19 pm-7:30 am

2 stops20h 11m

Chicago O'Hare Intl

Mon 1/5

6:46 pm-1:53 pm

1 stop18h 07m

$194

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/25

4:30 pm-8:39 pm

1 stop5h 09m

Chicago O'Hare Intl

Tue 3/3

6:30 am-3:33 pm

2 stops8h 03m

$202

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/25

4:30 pm-11:57 pm

2 stops8h 27m

Chicago O'Hare Intl

Thu 2/26

6:45 am-3:33 pm

2 stops7h 48m

$207

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 1/5

4:16 pm-7:58 am

1 stop16h 42m

Chicago O'Hare Intl

Wed 1/7

9:35 am-3:36 pm

1 stop5h 01m

$221

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 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 Wednesday when prices can be found for as low as $322. 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 $426.

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 $270 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $363. 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

Fastest flight time

5h 04m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport takes 5h 04m
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 09m 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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