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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 2/17. 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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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
2:18 pm - 9:32 pm
ORH
-
ORD
8h 14m
1 stop
American Airlines Logo
8:54 pm - 1:05 pm
ORD
-
ORH
15h 11m
1 stop
$154American Airlines
Wed, Feb 11 - Mon, Feb 16
American Airlines Logo
2:23 pm - 6:34 pm
ORH
-
ORD
5h 11m
1 stop
American Airlines Logo
8:54 pm - 1:05 pm
ORD
-
ORH
15h 11m
1 stop
$155American Airlines
Sat, Feb 7 - Wed, Feb 18
American Airlines Logo
2:18 pm - 11:27 pm
ORH
-
ORD
10h 09m
2 stops
American Airlines Logo
6:40 am - 1:05 pm
ORD
-
ORH
5h 25m
1 stop
$164American Airlines
Wed, Feb 11 - Tue, Feb 17
American Airlines Logo
2:23 pm - 7:22 am
ORH
-
ORD
17h 59m
2 stops
American Airlines Logo
8:45 pm - 1:05 pm
ORD
-
ORH
15h 20m
2 stops
$170American Airlines
Sat, Feb 7 - Wed, Feb 18
American Airlines Logo
1:30 pm - 10:12 am
ORH
-
ORD
21h 42m
1 stop
American Airlines Logo
8:45 pm - 1:05 pm
ORD
-
ORH
15h 20m
2 stops
$183American Airlines
Thu, Feb 12 - Mon, Feb 16
American Airlines Logo
2:18 pm - 11:27 pm
ORH
-
ORD
10h 09m
2 stops
American Airlines Logo
8:45 pm - 1:05 pm
ORD
-
ORH
15h 20m
2 stops
$189American Airlines
Wed, Feb 11 - Mon, Feb 16
Delta Logo
3:18 pm - 8:45 pm
ORH
-
ORD
6h 27m
1 stop
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
$218Delta
Wed, May 13 - Thu, May 14
Delta Logo
3:18 pm - 11:55 pm
ORH
-
ORD
9h 37m
2 stops
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
$227Delta
Wed, May 13 - Fri, May 15
Delta Logo
3:18 pm - 8:45 pm
ORH
-
ORD
6h 27m
1 stop
Delta Logo
7:00 am - 2:39 pm
ORD
-
ORH
6h 39m
1 stop
$253Delta
Fri, Jul 10 - Mon, Jul 13
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
Delta Logo
7:00 am - 4:43 pm
ORD
-
ORH
8h 43m
2 stops
$262Delta
Mon, Apr 13 - Fri, Apr 17

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
Feb 11
ORH2:18 pmWorcester
8h 14m
1 stop
ORD9:32 pmChicago O'Hare Intl
Feb 17
ORD6:40 amChicago O'Hare Intl
5h 25m
1 stop
ORH1:05 pmWorcester
$154
American Airlines
Feb 7
ORH2:23 pmWorcester
5h 11m
1 stop
ORD6:34 pmChicago O'Hare Intl
Feb 18
ORD8:54 pmChicago O'Hare Intl
15h 11m
1 stop
ORH1:05 pmWorcester
$155
American Airlines
Feb 11
ORH2:18 pmWorcester
10h 09m
2 stops
ORD11:27 pmChicago O'Hare Intl
Feb 16
ORD6:40 amChicago O'Hare Intl
5h 25m
1 stop
ORH1:05 pmWorcester
$164

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
May 13
ORH3:18 pmWorcester
6h 27m
1 stop
ORD8:45 pmChicago O'Hare Intl
May 14
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
$218
Delta
May 13
ORH3:18 pmWorcester
9h 37m
2 stops
ORD11:55 pmChicago O'Hare Intl
May 15
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
$227
Delta
Jul 10
ORH3:18 pmWorcester
6h 27m
1 stop
ORD8:45 pmChicago O'Hare Intl
Jul 13
ORD7:00 amChicago O'Hare Intl
6h 39m
1 stop
ORH2:39 pmWorcester
$253

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 28, 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

Wed 2/11

2:18 pm-9:32 pm

1 stop8h 14m

Chicago O'Hare Intl

Mon 2/16

8:54 pm-1:05 pm

1 stop15h 11m

$154

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 2/7

2:23 pm-6:34 pm

1 stop5h 11m

Chicago O'Hare Intl

Wed 2/18

8:54 pm-1:05 pm

1 stop15h 11m

$155

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/11

2:18 pm-11:27 pm

2 stops10h 09m

Chicago O'Hare Intl

Tue 2/17

6:40 am-1:05 pm

1 stop5h 25m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Sat 2/7

2:23 pm-7:22 am

2 stops17h 59m

Chicago O'Hare Intl

Wed 2/18

8:45 pm-1:05 pm

2 stops15h 20m

$170

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 2/12

1:30 pm-10:12 am

1 stop21h 42m

Chicago O'Hare Intl

Mon 2/16

8:45 pm-1:05 pm

2 stops15h 20m

$183

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 2/11

2:18 pm-11:27 pm

2 stops10h 09m

Chicago O'Hare Intl

Mon 2/16

8:45 pm-1:05 pm

2 stops15h 20m

$189

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 5/13

3:18 pm-8:45 pm

1 stop6h 27m

Chicago O'Hare Intl

Thu 5/14

7:00 am-2:39 pm

1 stop6h 39m

$218

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 5/13

3:18 pm-11:55 pm

2 stops9h 37m

Chicago O'Hare Intl

Fri 5/15

7:00 am-2:39 pm

1 stop6h 39m

$227

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 7/10

3:18 pm-8:45 pm

1 stop6h 27m

Chicago O'Hare Intl

Mon 7/13

7:00 am-2:39 pm

1 stop6h 39m

$253

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 4/13

5:24 pm-10:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Fri 4/17

7:00 am-4:43 pm

2 stops8h 43m

$262

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $312. 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 $409.

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 $376. 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
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South Haven
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Naperville
Rosemont
New Buffalo
Kenosha
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Orland Park
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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