Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Worcester, Massachusetts to Chicago from $112

1 adult
1 adult, Economy, 0 bags

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
7:04 pm - 11:05 amORH  Worcester-ORD Chicago O'Hare Intl
17h 01m1 stop Philadelphia
American Airlines Logo
6:30 am - 6:38 pmORD  Chicago O'Hare Intl-ORH Worcester
11h 08m1 stop Philadelphia
$228American Airlines
Wed, Dec 2 - Wed, Dec 9
Delta Logo
4:08 pm - 11:56 pmORH  Worcester-ORD Chicago O'Hare Intl
8h 48m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
8:50 am - 3:07 pmORD  Chicago O'Hare Intl-ORH Worcester
5h 17m1 stop New York LaGuardia
$238Delta
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
4:12 pm - 7:32 amORH  Worcester-ORD Chicago O'Hare Intl
16h 20m1 stop Philadelphia
American Airlines Logo
5:50 pm - 3:47 pmORD  Chicago O'Hare Intl-ORH Worcester
20h 57m1 stop Philadelphia
$258American Airlines
Mon, Jan 11 - Fri, Jan 15
Delta Logo
4:10 pm - 8:43 pmORH  Worcester-ORD Chicago O'Hare Intl
5h 33m1 stop New York LaGuardia
Delta Logo
7:00 am - 3:19 pmORD  Chicago O'Hare Intl-ORH Worcester
7h 19m1 stop New York LaGuardia
$264Delta
Fri, Nov 6 - Tue, Nov 10
Delta Logo
4:10 pm - 10:17 pmORH  Worcester-ORD Chicago O'Hare Intl
7h 07m1 stop New York LaGuardia
Delta Logo
5:30 am - 3:19 pmORD  Chicago O'Hare Intl-ORH Worcester
8h 49m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$274Delta
Fri, Nov 6 - Tue, Nov 10
Delta Logo
4:10 pm - 8:43 pmORH  Worcester-ORD Chicago O'Hare Intl
5h 33m1 stop New York LaGuardia
Delta Logo
5:30 am - 3:19 pmORD  Chicago O'Hare Intl-ORH Worcester
8h 49m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$284Delta
Fri, Nov 6 - Tue, Nov 10
Delta Logo
4:10 pm - 11:57 pmORH  Worcester-ORD Chicago O'Hare Intl
8h 47m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 3:19 pmORD  Chicago O'Hare Intl-ORH Worcester
8h 49m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$289Delta
Fri, Nov 6 - Tue, Nov 10
Delta Logo
4:30 pm - 9:35 pmORH  Worcester-ORD Chicago O'Hare Intl
6h 05m1 stop New York LaGuardia
Delta Logo
10:35 am - 3:47 pmORD  Chicago O'Hare Intl-ORH Worcester
4h 12m1 stop New York LaGuardia
$297Delta
Fri, Feb 12 - Sun, Feb 14
Delta Logo
4:08 pm - 8:45 pmORH  Worcester-ORD Chicago O'Hare Intl
5h 37m1 stop New York LaGuardia
Delta Logo
7:00 am - 3:07 pmORD  Chicago O'Hare Intl-ORH Worcester
7h 07m1 stop New York LaGuardia
$300Delta
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
4:12 pm - 7:30 amORH  Worcester-ORD Chicago O'Hare Intl
16h 18m2 stops Philadelphia Washington, D.C. Reagan-National
American Airlines Logo
8:29 am - 3:47 pmORD  Chicago O'Hare Intl-ORH Worcester
6h 18m1 stop Philadelphia
$302American Airlines
Thu, Jan 28 - Mon, Feb 1

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

Delta flights from Worcester, Massachusetts to Chicago

Our best Delta deals on Worcester, Massachusetts to Chicago flight tickets
Delta
Dec 2
ORH4:08 pmWorcester
8h 48m
2 stops
ORD11:56 pmChicago O'Hare Intl
Dec 9
ORD8:50 amChicago O'Hare Intl
5h 17m
1 stop
ORH3:07 pmWorcester
$238
Delta
Nov 6
ORH4:10 pmWorcester
5h 33m
1 stop
ORD8:43 pmChicago O'Hare Intl
Nov 10
ORD7:00 amChicago O'Hare Intl
7h 19m
1 stop
ORH3:19 pmWorcester
$264
Delta
Nov 6
ORH4:10 pmWorcester
7h 07m
1 stop
ORD10:17 pmChicago O'Hare Intl
Nov 10
ORD5:30 amChicago O'Hare Intl
8h 49m
2 stops
ORH3:19 pmWorcester
$274

American Airlines flights from Worcester, Massachusetts to Chicago

Our best American Airlines deals on Worcester, Massachusetts to Chicago flight tickets
American Airlines
Dec 2
ORH7:04 pmWorcester
17h 01m
1 stop
ORD11:05 amChicago O'Hare Intl
Dec 9
ORD6:30 amChicago O'Hare Intl
11h 08m
1 stop
ORH6:38 pmWorcester
$228
American Airlines
Jan 11
ORH4:12 pmWorcester
16h 20m
1 stop
ORD7:32 amChicago O'Hare Intl
Jan 15
ORD5:50 pmChicago O'Hare Intl
20h 57m
1 stop
ORH3:47 pmWorcester
$258
American Airlines
Nov 2
ORH5:36 pmWorcester
21h 44m
1 stop
ORD2:20 pmChicago O'Hare Intl
Nov 4
ORD6:30 amChicago O'Hare Intl
9h 37m
1 stop
ORH5:07 pmWorcester
$300

momondo Fare Finder

 
Use the filters below to find and compare flights from Worcester, Massachusetts to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Wed 12/2

7:04 pm-11:05 am

1 stop17h 01m

Chicago O'Hare Intl

Wed 12/9

6:30 am-6:38 pm

1 stop11h 08m

$228

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Wed 12/2

4:08 pm-11:56 pm

2 stops8h 48m

Chicago O'Hare Intl

Wed 12/9

8:50 am-3:07 pm

1 stop5h 17m

$238

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Mon 1/11

4:12 pm-7:32 am

1 stop16h 20m

Chicago O'Hare Intl

Fri 1/15

5:50 pm-3:47 pm

1 stop20h 57m

$258

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 11/6

4:10 pm-8:43 pm

1 stop5h 33m

Chicago O'Hare Intl

Tue 11/10

7:00 am-3:19 pm

1 stop7h 19m

$264

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 11/6

4:10 pm-10:17 pm

1 stop7h 07m

Chicago O'Hare Intl

Tue 11/10

5:30 am-3:19 pm

2 stops8h 49m

$274

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 11/6

4:10 pm-8:43 pm

1 stop5h 33m

Chicago O'Hare Intl

Tue 11/10

5:30 am-3:19 pm

2 stops8h 49m

$284

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 11/6

4:10 pm-11:57 pm

2 stops8h 47m

Chicago O'Hare Intl

Tue 11/10

5:30 am-3:19 pm

2 stops8h 49m

$289
Quickest round-trip

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 2/12

4:30 pm-9:35 pm

1 stop6h 05m

Chicago O'Hare Intl

Sun 2/14

10:35 am-3:47 pm

1 stop4h 12m

$297

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Tue 12/1

4:08 pm-8:45 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 12/8

7:00 am-3:07 pm

1 stop7h 07m

$300

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Thu 1/28

4:12 pm-7:30 am

2 stops16h 18m

Chicago O'Hare Intl

Mon 2/1

8:29 am-3:47 pm

1 stop6h 18m

$302

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

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?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $332. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Worcester, Massachusetts to Chicago for around $423.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Worcester, Massachusetts to Chicago during this time can be as low as $301. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

When to book flights from Worcester, Massachusetts to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Worcester, Massachusetts to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Worcester, Massachusetts to Chicago (ORH to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Worcester, Massachusetts to Chicago

Best Price Found

$112

Fastest flight time

5h 33m

Direct flights

None
The best one-way flight to Chicago from Worcester, Massachusetts in the past 72 hours is $112. The best round-trip flight deal from Worcester, Massachusetts to Chicago found on momondo in the last 72 hours is $228.
The fastest flight from Worcester, Massachusetts to Chicago takes 5h 33m
There are no direct flights from Worcester, Massachusetts to Chicago. There are no popular flight routes from Worcester, Massachusetts to Chicago.
Search flight deals

Frequently asked questions about flying from Worcester, Massachusetts to Chicago

  • How far is Worcester to Chicago by plane?

    Chicago is 810.4 mi away from Worcester. In terms of flight time, this usually takes a little over 5h 33m.

  • When did momondo last update prices for flights from Worcester Airport to Chicago?

    Prices for flights from Worcester Airport to Chicago are updated daily.

  • How old do you have to be to fly from Worcester Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Worcester Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Worcester to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Worcester to Chicago for you.

Can I find flights from Worcester to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Worcester to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Worcester to Chicago?

Once all potential Worcester to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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 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
Sun 11/22
Sun 11/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport