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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.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:18 pm - 7:22 am
ORH
-
ORD
18h 04m2 stops
American Airlines Logo
8:09 am - 1:53 pm
ORD
-
ORH
4h 44m1 stop
$164American Airlines
Sun, Jan 18 - Wed, Jan 21
American Airlines Logo
2:18 pm - 9:05 am
ORH
-
ORD
19h 47m2 stops
American Airlines Logo
8:18 pm - 1:53 pm
ORD
-
ORH
16h 35m2 stops
$170American Airlines
Sun, Jan 18 - Wed, Jan 21
American Airlines Logo
2:18 pm - 8:15 pm
ORH
-
ORD
6h 57m1 stop
American Airlines Logo
8:09 am - 1:53 pm
ORD
-
ORH
4h 44m1 stop
$174American Airlines
Sun, Jan 18 - Thu, Jan 22
American Airlines Logo
2:18 pm - 9:04 am
ORH
-
ORD
19h 46m1 stop
American Airlines Logo
8:56 pm - 1:58 pm
ORD
-
ORH
16h 02m1 stop
$185American Airlines
Mon, Jan 19 - Fri, Jan 23
Delta Logo
4:16 pm - 8:47 pm
ORH
-
ORD
5h 31m1 stop
Delta Logo
7:10 am - 3:36 pm
ORD
-
ORH
7h 26m1 stop
$193Delta
Thu, Feb 5 - Sun, Feb 8
Delta Logo
4:16 pm - 8:47 pm
ORH
-
ORD
5h 31m1 stop
Delta Logo
5:30 am - 3:36 pm
ORD
-
ORH
9h 06m2 stops
$202Delta
Thu, Feb 5 - Sun, Feb 8
American Airlines Logo
2:18 pm - 6:34 pm
ORH
-
ORD
5h 16m1 stop
American Airlines Logo
8:09 am - 1:53 pm
ORD
-
ORH
4h 44m1 stop
$205American Airlines
Sun, Jan 18 - Wed, Jan 21
Delta Logo
4:16 pm - 11:56 pm
ORH
-
ORD
8h 40m2 stops
Delta Logo
5:30 am - 3:36 pm
ORD
-
ORH
9h 06m2 stops
$208Delta
Wed, Feb 4 - Sun, Feb 8
Delta Logo
4:30 pm - 8:39 pm
ORH
-
ORD
5h 09m1 stop
Delta Logo
7:10 am - 3:33 pm
ORD
-
ORH
7h 23m1 stop
$224Delta
Fri, Feb 20 - Sun, Feb 22
Delta Logo
4:33 pm - 10:12 pm
ORH
-
ORD
6h 39m1 stop
Delta Logo
9:35 am - 3:50 pm
ORD
-
ORH
5h 15m1 stop
$264Delta
Thu, Mar 19 - Sun, Mar 22

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 18
ORH2:18 pmWorcester
18h 04m
2 stops
ORD7:22 amChicago O'Hare Intl
Jan 21
ORD8:09 amChicago O'Hare Intl
4h 44m
1 stop
ORH1:53 pmWorcester
$164
Find similar
American Airlines
Jan 18
ORH2:18 pmWorcester
19h 47m
2 stops
ORD9:05 amChicago O'Hare Intl
Jan 21
ORD8:18 pmChicago O'Hare Intl
16h 35m
2 stops
ORH1:53 pmWorcester
$170
Find similar
American Airlines
Jan 18
ORH2:18 pmWorcester
6h 57m
1 stop
ORD8:15 pmChicago O'Hare Intl
Jan 22
ORD8:09 amChicago O'Hare Intl
4h 44m
1 stop
ORH1:53 pmWorcester
$174
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 5
ORH4:16 pmWorcester
7h 18m
1 stop
ORD10:34 pmChicago O'Hare Intl
Feb 8
ORD7:10 amChicago O'Hare Intl
7h 26m
1 stop
ORH3:36 pmWorcester
$193
Find similar
Delta
Feb 5
ORH4:16 pmWorcester
5h 31m
1 stop
ORD8:47 pmChicago O'Hare Intl
Feb 8
ORD5:30 amChicago O'Hare Intl
9h 06m
2 stops
ORH3:36 pmWorcester
$202
Find similar
Delta
Feb 4
ORH4:16 pmWorcester
8h 40m
2 stops
ORD11:56 pmChicago O'Hare Intl
Feb 8
ORD5:30 amChicago O'Hare Intl
9h 06m
2 stops
ORH3:36 pmWorcester
$208
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 January 5, 2026.
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

Sun 1/18

2:18 pm-7:22 am

2 stops18h 04m

Chicago O'Hare Intl

Wed 1/21

8:09 am-1:53 pm

1 stop4h 44m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sun 1/18

2:18 pm-9:05 am

2 stops19h 47m

Chicago O'Hare Intl

Wed 1/21

8:18 pm-1:53 pm

2 stops16h 35m

$170

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sun 1/18

2:18 pm-8:15 pm

1 stop6h 57m

Chicago O'Hare Intl

Thu 1/22

8:09 am-1:53 pm

1 stop4h 44m

$174

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 1/19

2:18 pm-9:04 am

1 stop19h 46m

Chicago O'Hare Intl

Fri 1/23

8:56 pm-1:58 pm

1 stop16h 02m

$185

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 2/5

4:16 pm-8:47 pm

1 stop5h 31m

Chicago O'Hare Intl

Sun 2/8

7:10 am-3:36 pm

1 stop7h 26m

$193

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 2/5

4:16 pm-8:47 pm

1 stop5h 31m

Chicago O'Hare Intl

Sun 2/8

5:30 am-3:36 pm

2 stops9h 06m

$202

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sun 1/18

2:18 pm-6:34 pm

1 stop5h 16m

Chicago O'Hare Intl

Wed 1/21

8:09 am-1:53 pm

1 stop4h 44m

$205

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/4

4:16 pm-11:56 pm

2 stops8h 40m

Chicago O'Hare Intl

Sun 2/8

5:30 am-3:36 pm

2 stops9h 06m

$208

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 2/20

4:30 pm-8:39 pm

1 stop5h 09m

Chicago O'Hare Intl

Sun 2/22

7:10 am-3:33 pm

1 stop7h 23m

$224

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 3/19

4:33 pm-10:12 pm

1 stop6h 39m

Chicago O'Hare Intl

Sun 3/22

9:35 am-3:50 pm

1 stop5h 15m

$264

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 $319. 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 $417.

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 $271 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $362. 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

4h 57m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport takes 4h 57m
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. 4h 57m 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
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Rosemont
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New Buffalo
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Racine
Hammond
Janesville
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Elgin
Aurora
South Holland

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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