What is the cheapest airline that flies from Worcester to Chicago?

American Airlines and Delta are the most popular carriers operating from Worcester to Chicago

What airlines fly to Chicago?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Worcester, Massachusetts according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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.

$75 Cheap Flights from Worcester, Massachusetts to Chicago (ORH-CHI) in 2025

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Find the cheapest flights from Worcester, Massachusetts to Chicago (ORH-CHI)

Round-trip

One-way

Last minute

Cheap round-trip flights

4:23 pm - 8:43 pmORH-ORD

5h 20m1 stop

8:35 am - 3:59 pmORD-ORH

6h 24m1 stop

$154American Airlines

Find Deal

Mon, Sep 8 - Wed, Sep 10

4:24 pm - 11:48 pmORH-ORD

8h 24m2 stops

8:35 am - 3:59 pmORD-ORH

6h 24m1 stop

$164American Airlines

Find Deal

Tue, Sep 16 - Tue, Sep 23

4:24 pm - 6:51 amORH-ORD

15h 27m2 stops

8:47 pm - 3:58 pmORD-ORH

18h 11m2 stops

$169American Airlines

Find Deal

Tue, Sep 16 - Fri, Sep 19

4:24 pm - 8:43 pmORH-ORD

5h 19m1 stop

8:35 am - 3:59 pmORD-ORH

6h 24m1 stop

$183American Airlines

Find Deal

Tue, Sep 16 - Tue, Sep 23

4:24 pm - 7:56 amORH-ORD

16h 32m2 stops

7:00 am - 3:58 pmORD-ORH

7h 58m1 stop

$193American Airlines

Find Deal

Wed, Sep 3 - Sun, Sep 7

4:23 pm - 6:51 amORH-ORD

15h 28m2 stops

5:00 am - 3:56 pmORD-ORH

9h 56m2 stops

$198American Airlines

Find Deal

Thu, Sep 18 - Mon, Sep 22

4:23 pm - 12:20 pmORH-ORD

20h 57m1 stop

7:00 am - 3:58 pmORD-ORH

7h 58m1 stop

$203American Airlines

Find Deal

Fri, Sep 12 - Sun, Sep 14

4:24 pm - 12:20 pmORH-ORD

20h 56m1 stop

7:00 am - 3:58 pmORD-ORH

7h 58m1 stop

$212American Airlines

Find Deal

Wed, Sep 3 - Sun, Sep 7

3:55 pm - 10:20 pmORH-ORD

7h 25m1 stop

9:25 am - 2:56 pmORD-ORH

4h 31m1 stop

$227Delta

Find Deal

Thu, Sep 4 - Mon, Sep 8

3:18 pm - 7:17 pmORH-ORD

4h 59m1 stop

9:25 am - 2:38 pmORD-ORH

4h 13m1 stop

$283Delta

Find Deal

Fri, Sep 12 - Mon, Sep 15

American Airlines flights from Worcester, Massachusetts to Chicago

Our best American Airlines deals on Worcester, Massachusetts to Chicago flight tickets

American Airlines

Sep 8

ORH4:23 pmWorcester

5h 20m

1 stop

ORD8:43 pmChicago O'Hare Intl

Sep 10

ORD8:35 amChicago O'Hare Intl

6h 24m

1 stop

ORH3:59 pmWorcester

$154

Find similar

American Airlines

Aug 28

ORH3:20 pmWorcester

9h 05m

2 stops

ORD11:25 pmChicago O'Hare Intl

Aug 31

ORD5:00 amChicago O'Hare Intl

8h 55m

1 stop

ORH2:55 pmWorcester

$164

Find similar

American Airlines

Sep 16

ORH4:24 pmWorcester

15h 27m

2 stops

ORD6:51 amChicago O'Hare Intl

Sep 19

ORD8:47 pmChicago O'Hare Intl

18h 11m

2 stops

ORH3:58 pmWorcester

$169

Find similar

Delta flights from Worcester, Massachusetts to Chicago

Our best Delta deals on Worcester, Massachusetts to Chicago flight tickets

Delta

Sep 4

ORH3:55 pmWorcester

7h 25m

1 stop

ORD10:20 pmChicago O'Hare Intl

Sep 8

ORD9:25 amChicago O'Hare Intl

4h 31m

1 stop

ORH2:56 pmWorcester

$227

Find similar

Delta

Sep 12

ORH3:18 pmWorcester

4h 59m

1 stop

ORD7:17 pmChicago O'Hare Intl

Sep 15

ORD9:25 amChicago O'Hare Intl

4h 13m

1 stop

ORH2:38 pmWorcester

$283

Find similar

Delta

Sep 19

ORH3:18 pmWorcester

6h 17m

1 stop

ORD8:35 pmChicago O'Hare Intl

Sep 23

ORD5:30 amChicago O'Hare Intl

8h 08m

2 stops

ORH2:38 pmWorcester

$293

Find similar

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

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Mon 9/8

4:23 pm-8:43 pm

1 stop5h 20m

Chicago O'Hare Intl

Wed 9/10

8:35 am-3:59 pm

1 stop6h 24m

$154

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 9/16

4:24 pm-11:48 pm

2 stops8h 24m

Chicago O'Hare Intl

Tue 9/23

8:35 am-3:59 pm

1 stop6h 24m

$164

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 9/16

4:24 pm-6:51 am

2 stops15h 27m

Chicago O'Hare Intl

Fri 9/19

8:47 pm-3:58 pm

2 stops18h 11m

$169

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 9/16

4:24 pm-8:43 pm

1 stop5h 19m

Chicago O'Hare Intl

Tue 9/23

8:35 am-3:59 pm

1 stop6h 24m

$183

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 9/3

4:24 pm-7:56 am

2 stops16h 32m

Chicago O'Hare Intl

Sun 9/7

7:00 am-3:58 pm

1 stop7h 58m

$193

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 9/18

4:23 pm-6:51 am

2 stops15h 28m

Chicago O'Hare Intl

Mon 9/22

5:00 am-3:56 pm

2 stops9h 56m

$198

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 9/12

4:23 pm-12:20 pm

1 stop20h 57m

Chicago O'Hare Intl

Sun 9/14

7:00 am-3:58 pm

1 stop7h 58m

$203

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Wed 9/3

4:24 pm-12:20 pm

1 stop20h 56m

Chicago O'Hare Intl

Sun 9/7

7:00 am-3:58 pm

1 stop7h 58m

$212

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Thu 9/4

3:55 pm-10:20 pm

1 stop7h 25m

Chicago O'Hare Intl

Mon 9/8

9:25 am-2:56 pm

1 stop4h 31m

$227

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Fri 9/12

3:18 pm-7:17 pm

1 stop4h 59m

Chicago O'Hare Intl

Mon 9/15

9:25 am-2:38 pm

1 stop4h 13m

$283

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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 $315. 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 $422.

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 $272. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $351.

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

Direct flights	None

There are no direct flights from Worcester, Massachusetts to Chicago. There are no popular flight routes from Worcester, Massachusetts to Chicago.

Search flight deals

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 59m.
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.
What is the most popular airline from Worcester, Massachusetts to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Worcester, Massachusetts to Chicago is Delta (100% of total bookings).

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

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.