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Cheap flights from Worcester, Massachusetts to Chicago from $114

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.
Delta Logo
4:15 pm - 8:43 pmORH  Worcester-ORD Chicago O'Hare Intl
5h 28m1 stop New York LaGuardia
Delta Logo
8:36 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
5h 51m1 stop New York LaGuardia
$241Delta
Fri, Oct 23 - Tue, Oct 27
American Airlines Logo
5:16 pm - 11:56 pmORH  Worcester-ORD Chicago O'Hare Intl
7h 40m1 stop Philadelphia
American Airlines Logo
6:29 am - 4:49 pmORD  Chicago O'Hare Intl-ORH Worcester
9h 20m1 stop Philadelphia
$246American Airlines
Thu, Sep 17 - Sun, Sep 20
Delta Logo
4:15 pm - 8:43 pmORH  Worcester-ORD Chicago O'Hare Intl
5h 28m1 stop New York LaGuardia
Delta Logo
5:27 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
9h 00m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$251Delta
Fri, Oct 23 - Tue, Oct 27
Delta Logo
4:10 pm - 10:17 pmORH  Worcester-ORD Chicago O'Hare Intl
7h 07m1 stop New York LaGuardia
Delta Logo
8:36 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
5h 51m1 stop New York LaGuardia
$260Delta
Mon, Oct 26 - Mon, Nov 2
Delta Logo
4:10 pm - 10:17 pmORH  Worcester-ORD Chicago O'Hare Intl
7h 07m1 stop New York LaGuardia
Delta Logo
5:27 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
9h 00m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$270Delta
Fri, Oct 30 - Sun, Nov 1
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
5:27 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
9h 00m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$275Delta
Fri, Oct 30 - Wed, Nov 4
Delta Logo
4:20 pm - 11:59 pmORH  Worcester-ORD Chicago O'Hare Intl
8h 39m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
8:36 am - 2:58 pmORD  Chicago O'Hare Intl-ORH Worcester
5h 22m1 stop New York LaGuardia
$285Delta
Fri, Oct 2 - Tue, Oct 6
Delta Logo
4:20 pm - 11:59 pmORH  Worcester-ORD Chicago O'Hare Intl
8h 39m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
5:27 am - 2:58 pmORD  Chicago O'Hare Intl-ORH Worcester
8h 31m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
$290Delta
Fri, Oct 2 - Tue, Oct 6
Delta Logo
4:20 pm - 10:18 pmORH  Worcester-ORD Chicago O'Hare Intl
6h 58m1 stop New York LaGuardia
Delta Logo
9:30 am - 3:37 pmORD  Chicago O'Hare Intl-ORH Worcester
5h 07m1 stop New York LaGuardia
$291Delta
Fri, Sep 25 - Mon, Sep 28
Delta Logo
4:10 pm - 10:17 pmORH  Worcester-ORD Chicago O'Hare Intl
7h 07m1 stop New York LaGuardia
Delta Logo
10:05 am - 3:27 pmORD  Chicago O'Hare Intl-ORH Worcester
4h 22m1 stop New York LaGuardia
$296Delta
Thu, Oct 29 - Wed, Nov 4

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American Airlines flights from Worcester, Massachusetts to Chicago

Our best American Airlines deals on Worcester, Massachusetts to Chicago flight tickets
American Airlines
Nov 5
ORH5:36 pmWorcester
14h 51m
1 stop
ORD7:27 amChicago O'Hare Intl
Nov 7
ORD8:30 amChicago O'Hare Intl
7h 37m
1 stop
ORH5:07 pmWorcester
$232
American Airlines
Sep 17
ORH5:16 pmWorcester
7h 40m
1 stop
ORD11:56 pmChicago O'Hare Intl
Sep 20
ORD6:29 amChicago O'Hare Intl
9h 20m
1 stop
ORH4:49 pmWorcester
$246
American Airlines
Sep 10
ORH5:16 pmWorcester
7h 40m
1 stop
ORD11:56 pmChicago O'Hare Intl
Sep 14
ORD5:00 amChicago O'Hare Intl
10h 49m
1 stop
ORH4:49 pmWorcester
$260

Delta flights from Worcester, Massachusetts to Chicago

Our best Delta deals on Worcester, Massachusetts to Chicago flight tickets
Delta
Oct 23
ORH4:15 pmWorcester
5h 28m
1 stop
ORD8:43 pmChicago O'Hare Intl
Oct 27
ORD8:36 amChicago O'Hare Intl
5h 51m
1 stop
ORH3:27 pmWorcester
$241
Delta
Oct 23
ORH4:15 pmWorcester
5h 28m
1 stop
ORD8:43 pmChicago O'Hare Intl
Oct 27
ORD5:27 amChicago O'Hare Intl
9h 00m
2 stops
ORH3:27 pmWorcester
$251
Delta
Nov 13
ORH4:00 pmWorcester
5h 45m
1 stop
ORD8:45 pmChicago O'Hare Intl
Nov 15
ORD8:45 amChicago O'Hare Intl
5h 38m
1 stop
ORH3:23 pmWorcester
$255

momondo Fare Finder

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

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Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/23

4:15 pm-8:43 pm

1 stop5h 28m

Chicago O'Hare Intl

Tue 10/27

8:36 am-3:27 pm

1 stop5h 51m

$241

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Thu 9/17

5:16 pm-11:56 pm

1 stop7h 40m

Chicago O'Hare Intl

Sun 9/20

6:29 am-4:49 pm

1 stop9h 20m

$246

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/23

4:15 pm-8:43 pm

1 stop5h 28m

Chicago O'Hare Intl

Tue 10/27

5:27 am-3:27 pm

2 stops9h 00m

$251

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Mon 10/26

4:10 pm-10:17 pm

1 stop7h 07m

Chicago O'Hare Intl

Mon 11/2

8:36 am-3:27 pm

1 stop5h 51m

$260

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/30

4:10 pm-10:17 pm

1 stop7h 07m

Chicago O'Hare Intl

Sun 11/1

5:27 am-3:27 pm

2 stops9h 00m

$270

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/30

4:10 pm-11:57 pm

2 stops8h 47m

Chicago O'Hare Intl

Wed 11/4

5:27 am-3:27 pm

2 stops9h 00m

$275

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/2

4:20 pm-11:59 pm

2 stops8h 39m

Chicago O'Hare Intl

Tue 10/6

8:36 am-2:58 pm

1 stop5h 22m

$285

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 10/2

4:20 pm-11:59 pm

2 stops8h 39m

Chicago O'Hare Intl

Tue 10/6

5:27 am-2:58 pm

2 stops8h 31m

$290

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Fri 9/25

4:20 pm-10:18 pm

1 stop6h 58m

Chicago O'Hare Intl

Mon 9/28

9:30 am-3:37 pm

1 stop5h 07m

$291

WorcesterChicago

ORH Worcester - ORD Chicago O'Hare Intl

ORHORD

Worcester

Thu 10/29

4:10 pm-10:17 pm

1 stop7h 07m

Chicago O'Hare Intl

Wed 11/4

10:05 am-3:27 pm

1 stop4h 22m

$296

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

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 $320. 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 $418.

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 $284. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $370.

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

$114

Fastest flight time

4h 57m

Direct flights

None
The best one-way flight to Chicago from Worcester, Massachusetts in the past 72 hours is $114. The best round-trip flight deal from Worcester, Massachusetts to Chicago found on momondo in the last 72 hours is $241.
The fastest flight from Worcester, Massachusetts to Chicago takes 4h 57m
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 4h 57m.

  • 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
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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.

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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