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Cheap flights from Worcester, Massachusetts to Chicago from $75

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 1/10. 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
1:47 pm - 10:03 am
ORH
-
ORD
21h 16m1 stop
American Airlines Logo
6:46 pm - 1:17 pm
ORD
-
ORH
17h 31m1 stop
$154American Airlines
Thu, Jan 1 - Sun, Jan 4
American Airlines Logo
1:47 pm - 7:30 am
ORH
-
ORD
18h 43m2 stops
American Airlines Logo
8:45 pm - 1:17 pm
ORD
-
ORH
15h 32m1 stop
$164American Airlines
Thu, Jan 1 - Sun, Jan 4
American Airlines Logo
2:18 pm - 8:31 am
ORH
-
ORD
19h 13m2 stops
American Airlines Logo
7:56 pm - 1:53 pm
ORD
-
ORH
16h 57m2 stops
$169American Airlines
Tue, Jan 6 - Tue, Jan 13
American Airlines Logo
1:40 pm - 10:30 am
ORH
-
ORD
21h 50m1 stop
American Airlines Logo
6:48 pm - 1:15 pm
ORD
-
ORH
17h 27m1 stop
$173American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
1:40 pm - 10:30 am
ORH
-
ORD
21h 50m1 stop
American Airlines Logo
8:55 pm - 1:15 pm
ORD
-
ORH
15h 20m2 stops
$183American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
1:40 pm - 7:20 am
ORH
-
ORD
18h 40m2 stops
American Airlines Logo
7:35 pm - 1:15 pm
ORD
-
ORH
16h 40m2 stops
$188American Airlines
Thu, Feb 12 - Tue, Feb 17
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
$192Delta
Fri, Jan 9 - Sun, Jan 11
American Airlines Logo
1:45 pm - 7:01 am
ORH
-
ORD
18h 16m1 stop
American Airlines Logo
6:40 am - 1:17 pm
ORD
-
ORH
5h 37m1 stop
$193American Airlines
Fri, Dec 26 - Tue, Dec 30
Delta Logo
4:30 pm - 11:56 pm
ORH
-
ORD
8h 26m2 stops
Delta Logo
9:35 am - 3:48 pm
ORD
-
ORH
5h 13m1 stop
$202Delta
Mon, Mar 23 - Tue, Mar 24
Delta Logo
4:30 pm - 11:56 pm
ORH
-
ORD
8h 26m2 stops
Delta Logo
5:40 am - 3:48 pm
ORD
-
ORH
9h 08m2 stops
$207Delta
Mon, Mar 23 - Tue, Mar 24

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
Jan 9
ORH4:16 pmWorcester
5h 31m
1 stop
ORD8:47 pmChicago O'Hare Intl
Jan 11
ORD7:10 amChicago O'Hare Intl
7h 26m
1 stop
ORH3:36 pmWorcester
$192
Find similar
Delta
Jan 23
ORH4:16 pmWorcester
7h 18m
1 stop
ORD10:34 pmChicago O'Hare Intl
Jan 27
ORD5:30 amChicago O'Hare Intl
9h 06m
2 stops
ORH3:36 pmWorcester
$202
Find similar
Delta
Mar 23
ORH4:30 pmWorcester
8h 26m
2 stops
ORD11:56 pmChicago O'Hare Intl
Mar 24
ORD5:40 amChicago O'Hare Intl
9h 08m
2 stops
ORH3:48 pmWorcester
$207
Find similar

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 14
ORH3:34 pmWorcester
6h 00m
1 stop
ORD8:34 pmChicago O'Hare Intl
Dec 16
ORD6:35 pmChicago O'Hare Intl
19h 30m
1 stop
ORH3:05 pmWorcester
$154
Find similar
American Airlines
Dec 14
ORH3:34 pmWorcester
9h 12m
2 stops
ORD11:46 pmChicago O'Hare Intl
Dec 16
ORD6:35 pmChicago O'Hare Intl
19h 30m
1 stop
ORH3:05 pmWorcester
$164
Find similar
American Airlines
Dec 14
ORH3:34 pmWorcester
16h 45m
2 stops
ORD7:19 amChicago O'Hare Intl
Dec 16
ORD8:40 pmChicago O'Hare Intl
17h 25m
2 stops
ORH3:05 pmWorcester
$169
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 11, 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

Sun 1/4

6:46 pm-1:17 pm

1 stop17h 31m

$154

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 1/1

1:47 pm-7:30 am

2 stops18h 43m

Chicago O'Hare Intl

Sun 1/4

8:45 pm-1:17 pm

1 stop15h 32m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 1/6

2:18 pm-8:31 am

2 stops19h 13m

Chicago O'Hare Intl

Tue 1/13

7:56 pm-1:53 pm

2 stops16h 57m

$169

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 2/13

1:40 pm-10:30 am

1 stop21h 50m

Chicago O'Hare Intl

Tue 2/17

6:48 pm-1:15 pm

1 stop17h 27m

$173

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 2/13

1:40 pm-10:30 am

1 stop21h 50m

Chicago O'Hare Intl

Tue 2/17

8:55 pm-1:15 pm

2 stops15h 20m

$183

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 2/12

1:40 pm-7:20 am

2 stops18h 40m

Chicago O'Hare Intl

Tue 2/17

7:35 pm-1:15 pm

2 stops16h 40m

$188

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 1/9

4:16 pm-8:47 pm

1 stop5h 31m

Chicago O'Hare Intl

Sun 1/11

7:10 am-3:36 pm

1 stop7h 26m

$192

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 12/26

1:45 pm-7:01 am

1 stop18h 16m

Chicago O'Hare Intl

Tue 12/30

6:40 am-1:17 pm

1 stop5h 37m

$193

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 3/23

4:30 pm-11:56 pm

2 stops8h 26m

Chicago O'Hare Intl

Tue 3/24

9:35 am-3:48 pm

1 stop5h 13m

$202

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 3/23

4:30 pm-11:56 pm

2 stops8h 26m

Chicago O'Hare Intl

Tue 3/24

5:40 am-3:48 pm

2 stops9h 08m

$207

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 $423.

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 $269 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $360. 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 31m

Direct flights

None
The fastest flight from Worcester, Massachusetts to Chicago O'Hare Intl Airport takes 5h 31m
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 31m 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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