Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Worcester, Massachusetts to Chicago from $88

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 3/17. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
1:44 pm - 6:04 pm
ORH
-
ORD
5h 20m
1 stop
American Airlines Logo
7:58 pm - 1:19 pm
ORD
-
ORH
16h 21m
1 stop
$160American Airlines
mar., mar. 17 - sáb., mar. 21
American Airlines Logo
1:44 pm - 12:06 am
ORH
-
ORD
11h 22m
2 stops
American Airlines Logo
8:55 pm - 1:19 pm
ORD
-
ORH
15h 24m
1 stop
$170American Airlines
mar., mar. 17 - sáb., mar. 21
American Airlines Logo
2:39 pm - 11:54 pm
ORH
-
ORD
10h 15m
2 stops
American Airlines Logo
6:05 am - 2:14 pm
ORD
-
ORH
7h 09m
2 stops
$175American Airlines
mar., abr. 28 - sáb., may. 2
American Airlines Logo
2:39 pm - 11:38 am
ORH
-
ORD
21h 59m
1 stop
American Airlines Logo
6:40 am - 2:14 pm
ORD
-
ORH
6h 34m
1 stop
$180American Airlines
mar., abr. 28 - sáb., may. 2
American Airlines Logo
2:39 pm - 11:34 pm
ORH
-
ORD
9h 55m
1 stop
American Airlines Logo
6:05 am - 2:14 pm
ORD
-
ORH
7h 09m
2 stops
$190American Airlines
mar., abr. 28 - sáb., may. 2
Delta Logo
5:24 pm - 10:15 pm
ORH
-
ORD
5h 51m
1 stop
Delta Logo
7:05 am - 3:33 pm
ORD
-
ORH
7h 28m
1 stop
$192Delta
lun., may. 4 - jue., may. 7
American Airlines Logo
2:39 pm - 11:54 pm
ORH
-
ORD
10h 15m
2 stops
American Airlines Logo
6:05 am - 2:14 pm
ORD
-
ORH
7h 09m
2 stops
$196American Airlines
mar., abr. 28 - sáb., may. 2
American Airlines Logo
2:39 pm - 10:41 am
ORH
-
ORD
21h 02m
1 stop
American Airlines Logo
5:00 am - 2:14 pm
ORD
-
ORH
8h 14m
2 stops
$202American Airlines
jue., abr. 9 - lun., abr. 13
American Airlines Logo
1:44 pm - 12:06 am
ORH
-
ORD
11h 22m
2 stops
American Airlines Logo
8:45 pm - 1:19 pm
ORD
-
ORH
15h 34m
2 stops
$207American Airlines
lun., mar. 23 - mié., mar. 25
Delta Logo
4:33 pm - 10:12 pm
ORH
-
ORD
6h 39m
1 stop
Delta Logo
9:35 am - 3:50 pm
ORD
-
ORH
5h 15m
1 stop
$212Delta
mié., abr. 8 - jue., abr. 9

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
Apr 28
ORH2:39 pmWorcester
21h 59m
1 stop
ORD11:38 amChicago O'Hare Intl
May 2
ORD6:40 amChicago O'Hare Intl
6h 34m
1 stop
ORH2:14 pmWorcester
$180
American Airlines
Apr 28
ORH2:39 pmWorcester
9h 55m
1 stop
ORD11:34 pmChicago O'Hare Intl
May 2
ORD6:05 amChicago O'Hare Intl
7h 09m
2 stops
ORH2:14 pmWorcester
$190
American Airlines
Apr 28
ORH2:39 pmWorcester
10h 15m
2 stops
ORD11:54 pmChicago O'Hare Intl
May 2
ORD6:05 amChicago O'Hare Intl
7h 09m
2 stops
ORH2:14 pmWorcester
$196

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 4
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
May 7
ORD7:05 amChicago O'Hare Intl
7h 28m
1 stop
ORH3:33 pmWorcester
$192
Delta
Apr 7
ORH4:33 pmWorcester
6h 39m
1 stop
ORD10:12 pmChicago O'Hare Intl
Apr 10
ORD9:35 amChicago O'Hare Intl
5h 15m
1 stop
ORH3:50 pmWorcester
$232
Delta
May 4
ORH5:24 pmWorcester
5h 51m
1 stop
ORD10:15 pmChicago O'Hare Intl
May 7
ORD7:00 amChicago O'Hare Intl
7h 33m
2 stops
ORH3:33 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 marzo 7, 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

Cheapest round-trip

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 3/17

1:44 pm-6:04 pm

1 stop5h 20m

Chicago O'Hare Intl

sáb. 3/21

7:58 pm-1:19 pm

1 stop16h 21m

$160

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 3/17

1:44 pm-12:06 am

2 stops11h 22m

Chicago O'Hare Intl

sáb. 3/21

8:55 pm-1:19 pm

1 stop15h 24m

$170

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 4/28

2:39 pm-11:54 pm

2 stops10h 15m

Chicago O'Hare Intl

sáb. 5/2

6:05 am-2:14 pm

2 stops7h 09m

$175

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 4/28

2:39 pm-11:38 am

1 stop21h 59m

Chicago O'Hare Intl

sáb. 5/2

6:40 am-2:14 pm

1 stop6h 34m

$180

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 4/28

2:39 pm-11:34 pm

1 stop9h 55m

Chicago O'Hare Intl

sáb. 5/2

6:05 am-2:14 pm

2 stops7h 09m

$190

WorcesterChicago

ORH - ORD

ORHORD

Worcester

lun. 5/4

5:24 pm-10:15 pm

1 stop5h 51m

Chicago O'Hare Intl

jue. 5/7

7:05 am-3:33 pm

1 stop7h 28m

$192

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mar. 4/28

2:39 pm-11:54 pm

2 stops10h 15m

Chicago O'Hare Intl

sáb. 5/2

6:05 am-2:14 pm

2 stops7h 09m

$196

WorcesterChicago

ORH - ORD

ORHORD

Worcester

jue. 4/9

2:39 pm-10:41 am

1 stop21h 02m

Chicago O'Hare Intl

lun. 4/13

5:00 am-2:14 pm

2 stops8h 14m

$202

WorcesterChicago

ORH - ORD

ORHORD

Worcester

lun. 3/23

1:44 pm-12:06 am

2 stops11h 22m

Chicago O'Hare Intl

mié. 3/25

8:45 pm-1:19 pm

2 stops15h 34m

$207
Quickest round-trip

WorcesterChicago

ORH - ORD

ORHORD

Worcester

mié. 4/8

4:33 pm-10:12 pm

1 stop6h 39m

Chicago O'Hare Intl

jue. 4/9

9:35 am-3:50 pm

1 stop5h 15m

$212

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $311. 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 $404.

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 $274 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $383. 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 04m 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
lun. 4/6
lun. 4/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago