What are the cheapest airlines flying from Worcester, Massachusetts to Chicago round-trip?

Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $192. Another option worth looking into is Delta, starting at $194 round trip. Users have found that American Airlines is 46% cheaper than the other options available to this destination.

Can I find flights from Worcester, Massachusetts to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Worcester, Massachusetts to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $192, but on average you can expect to pay $330.

Are there last-minute flights available from Worcester, Massachusetts to Chicago for under $600?

There are currently 3+ open flights from Worcester, Massachusetts to Chicago within the next 7 days for less than $600.

Which airlines flying from Worcester to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Worcester to Chicago have new flexible policies in place due to COVID-19. American Airlines and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

What is the cheapest day to fly round-trip from Worcester, Massachusetts to Chicago?

Flights from Worcester, Massachusetts to Chicago are found to be more expensive on Monday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

What is the cheapest month to fly from Worcester, Massachusetts to Chicago?

Flights from Worcester, Massachusetts to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Worcester, Massachusetts to Chicago in January, with the cheapest ticket starting at $118.

When is the cheapest time to fly from Worcester, Massachusetts to Chicago (ORH - CHI)?

Unlike in the evening, when flights are generally more expensive, you can save up to 41% on flights from Worcester, Massachusetts to Chicago by exploring options for tickets at noon.

What airport do you fly from for flights from Worcester to Chicago?

Most people fly from Worcester (ORH) if they book a flight from Worcester to Chicago. On average, Worcester has 0 outbound flights to Chicago per day from 2 airlines. Worcester is conveniently located just 3.8 mi from Worcester’s city center.

Flights from Worcester, MA to Chicago, IL from $95

How to find the cheapest flight from Worcester (ORH) to Chicago (CHI)

Popular in	November
Cheapest in	March
Round-trip from	$206
One-way from	$95

High demand for flights, 49% potential price rise

Search Deals

Best time to find cheap flights, 43% potential price drop

Search Deals

From Worcester to Chicago (CHI)

Search Deals

One-way flight from Worcester to Chicago (CHI)

Search Deals

ORH - CHI Price	$206 - $368
CHI Temperature	23 - 73.4 °F
CHI Rainfall	1.7 - 4.9 inches

ORH - CHI

Price

$206 - $368

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Cheap flights from Worcester to Chicago in June, July 2023

Check out some of the best flight deals from Worcester to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Jul 4 - Jul 11

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 34m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$292

American Airlines

Deal found 6/4

Jul 11 - Jul 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 36m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$350

American Airlines

Deal found 6/4

Jul 11 - Jul 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

6h 47m

$362

Delta

Deal found 6/4

Jun 18 - Jul 10

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 22m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$371

Delta

Deal found 6/4

Jul 14 - Jul 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

5h 07m

$373

Delta

Deal found 6/4

Jun 23 - Jun 30

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

21h 48m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 35m

$403

American Airlines

Deal found 6/5

Jun 28 - Jul 5

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 34m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

7h 17m

$412

Delta

Deal found 6/4

Jul 4 - Jul 11

ORH

Worcester

ORD

Chicago O'Hare Intl

2 stops

19h 17m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

20h 16m

$413

American Airlines

Deal found 6/4

Jul 4 - Jul 7

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 50m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

7h 17m

$422

Delta

Deal found 6/4

Worcester to Chicago 2023 flight deals

Check out some of the best flight deals from Worcester to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Sep 14 - Sep 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

16h 44m

$192

American Airlines

Deal found 6/4

Oct 20 - Oct 24

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 32m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

4h 54m

$194

Delta

Deal found 6/3

Oct 20 - Oct 24

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 32m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

7h 44m

$204

Delta

Deal found 6/3

Aug 1 - Aug 3

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 03m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$243

Delta

Deal found 6/4

Sep 14 - Sep 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

18h 30m

$287

American Airlines

Deal found 6/4

Jul 4 - Jul 11

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 34m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$292

American Airlines

Deal found 6/4

Aug 13 - Aug 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 46m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$303

Delta

Deal found 6/4

Aug 13 - Aug 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 46m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

8h 02m

$313

Delta

Deal found 6/4

Jul 11 - Jul 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 36m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$350

American Airlines

Deal found 6/4

Cheap American Airlines flights from Worcester to Chicago

Consider these cheap American Airlines flights we've found departing from Worcester to Chicago. Deals update often to give you more flight options matching your criteria

Sep 14 - Sep 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

16h 44m

$192

American Airlines

Deal found 6/4

Sep 14 - Sep 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

18h 30m

$287

American Airlines

Deal found 6/4

Jul 4 - Jul 11

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 34m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$292

American Airlines

Deal found 6/4

Jul 11 - Jul 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 36m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 02m

$350

American Airlines

Deal found 6/4

Aug 25 - Aug 27

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 03m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

16h 58m

$354

American Airlines

Deal found 6/4

Aug 25 - Aug 27

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 03m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

16h 39m

$364

American Airlines

Deal found 6/4

Jul 1 - Jul 4

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

21h 34m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

16h 59m

$403

American Airlines

Deal found 6/5

Sep 14 - Sep 18

ORH

Worcester

ORD

Chicago O'Hare Intl

2 stops

19h 49m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

18h 30m

$411

American Airlines

Deal found 6/4

Jul 4 - Jul 11

ORH

Worcester

ORD

Chicago O'Hare Intl

2 stops

19h 17m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

20h 16m

$413

American Airlines

Deal found 6/4

Cheap Delta flights from Worcester to Chicago

Some of the lowest-priced Delta flights we've found at this time heading from Worcester to Chicago. Deals frequently update to provide users with more options.

Oct 20 - Oct 24

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 32m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

4h 54m

$194

Delta

Deal found 6/3

Oct 20 - Oct 24

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 32m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

7h 44m

$204

Delta

Deal found 6/3

Aug 1 - Aug 3

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 03m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$243

Delta

Deal found 6/4

Aug 13 - Aug 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 46m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$303

Delta

Deal found 6/4

Aug 13 - Aug 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 46m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

8h 02m

$313

Delta

Deal found 6/4

Jul 11 - Jul 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

2 stops

6h 47m

$362

Delta

Deal found 6/4

Jun 18 - Jul 10

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 22m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

6h 32m

$371

Delta

Deal found 6/4

Jul 14 - Jul 18

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

5h 07m

$373

Delta

Deal found 6/4

Sep 11 - Sep 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 01m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

5h 07m

$383

Delta

Deal found 6/4

Last minute flights from Worcester to Chicago

Have a look at some of the flights available from Worcester to Chicago departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

Jun 11 - Jun 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

22h 08m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 35m

$537

American Airlines

Deal found 6/5

Jun 11 - Jun 12

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

22h 08m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

17h 01m

$602

American Airlines

Deal found 6/4

Jun 11 - Jun 16

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

7h 24m

ORD

Chicago O'Hare Intl

ORH

Worcester

1 stop

5h 47m

$662

Delta

Deal found 6/5

One-way flights to Chicago from Worcester

Users in need of a one-way flight from Worcester to Chicago can choose from these deals. For those needing a return trip from Worcester, there is a search form available above.

Sep 6

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 04m

$95

Delta

Deal found 6/4

Jul 2

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

7h 24m

$144

Delta

Deal found 6/3

Jun 27

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 34m

$163

Delta

Deal found 6/4

Sep 7

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 04m

$184

Delta

Deal found 6/4

Jun 21

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 34m

$204

Delta

Deal found 6/4

Jul 31

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

5h 36m

$226

American Airlines

Deal found 6/4

Jun 26

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

6h 34m

$244

Delta

Deal found 6/5

Jul 23

ORH

Worcester

ORD

Chicago O'Hare Intl

1 stop

4h 57m

$294

Delta

Deal found 6/3

Jul 6

ORH

Worcester

ORD

Chicago O'Hare Intl

2 stops

8h 06m

$303

Delta

Deal found 6/4

Find flights from Worcester to Chicago within your budget

Fly from

Fly to

Budget

$192 - $350

Route

Depart

Return

Price

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Thu 9/14

1 stop6h 01m

Chicago O'Hare Intl

Mon 9/18

1 stop16h 44m

$192

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Fri 10/20

1 stop6h 32m

Chicago O'Hare Intl

Tue 10/24

1 stop4h 54m

$194

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Fri 10/20

1 stop6h 32m

Chicago O'Hare Intl

Tue 10/24

2 stops7h 44m

$204

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 8/1

1 stop6h 03m

Chicago O'Hare Intl

Thu 8/3

1 stop6h 32m

$243

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Thu 9/14

1 stop6h 01m

Chicago O'Hare Intl

Mon 9/18

2 stops18h 30m

$287

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 7/4

1 stop5h 34m

Chicago O'Hare Intl

Tue 7/11

1 stop17h 02m

$292

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Sun 8/13

1 stop6h 46m

Chicago O'Hare Intl

Wed 8/16

1 stop6h 32m

$303

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Sun 8/13

1 stop6h 46m

Chicago O'Hare Intl

Wed 8/16

2 stops8h 02m

$313

Pick Dates

WorcesterChicago O'Hare Intl

ORH - ORD

ORHORD

Worcester

Tue 7/11

1 stop5h 36m

Chicago O'Hare Intl

Wed 7/12

1 stop17h 02m

$350

Pick Dates

Flights are sorted by cheapest first

Deals found on 6/4

Reviews of Airlines Servicing Chicago

Read reviews from past customers who have flown American Airlines and Delta from Worcester to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

My elderly mother in law was not provided the wheelchair I reserved. She waited in a hallway and finally caught a crew member that alerted someone. That someone brought her one and said ‘I’ll be right back’. She was left sitting in the wheelchair for an hour and missed her connecting flight. She was offered no food no apologies and waited for hours for a new flight. This was abominable treatment. I would like a refund! Candace Reid 917.498.2844 Creid@bigpic.com

Delta

8.0

Very good

2,388 reviews

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

My elderly mother in law was not provided the wheelchair I reserved. She waited in a hallway and finally caught a crew member that alerted someone. That someone brought her one and said ‘I’ll be right back’. She was left sitting in the wheelchair for an hour and missed her connecting flight. She was offered no food no apologies and waited for hours for a new flight. This was abominable treatment. I would like a refund! Candace Reid 917.498.2844 Creid@bigpic.com

American Airlines

7.3

Good

2,149 reviews

Delta

8.0

Very good

2,388 reviews

Check prices

Reviews

1 / 10

My elderly mother in law was not provided the wheelchair I reserved. She waited in a hallway and finally caught a crew member that alerted someone. That someone brought her one and said ‘I’ll be right back’. She was left sitting in the wheelchair for an hour and missed her connecting flight. She was offered no food no apologies and waited for hours for a new flight. This was abominable treatment. I would like a refund! Candace Reid 917.498.2844 Creid@bigpic.com

Related info for your journey

Worcester Airport is ORH and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Top 2 airlines flying from Worcester to Chicago

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
American Airlines	Cheapest$69	Average$132	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights
JetBlue	Cheapest$92	Average$141	FlexibilityNo cancel fee	On-time62%	COVID-19 safety	Search JetBlue flights

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Cheap flights from Worcester (ORH) to Chicago (CHI) from $95

This is the cheapest one-way flight price, found on 6/4. Prices may vary by date and flight preferences.

How to find the cheapest flight from Worcester (ORH) to Chicago (CHI)

All the information you need to plan the best ORH to CHI flight in 2023: compare Worcester to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from Worcester, Massachusetts to Chicago?

What is the cheapest month to fly from Worcester, Massachusetts to Chicago?

When is the cheapest time to fly from Worcester, Massachusetts to Chicago (ORH - CHI)?

Cheap flights from Worcester to Chicago in June, July 2023

The best prices found for ORH to CHI flights for June, July

Check out some of the best flight deals from Worcester to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Worcester to Chicago 2023 flight deals

Cheap flights to Chicago from Worcester found for this year

Check out some of the best flight deals from Worcester to Chicago in 2023. If these deals don't appeal to you, be sure to come back soon for more options.

Cheap American Airlines flights from Worcester to Chicago

Consider these cheap American Airlines flights we've found departing from Worcester to Chicago. Deals update often to give you more flight options matching your criteria

Cheap Delta flights from Worcester to Chicago

Some of the lowest-priced Delta flights we've found at this time heading from Worcester to Chicago. Deals frequently update to provide users with more options.

Last minute flights from Worcester to Chicago

Late deals on return flights to Chicago from Worcester, departing today and this week

Have a look at some of the flights available from Worcester to Chicago departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to Chicago from Worcester

The cheapest one-way flights from Worcester to Chicago

Users in need of a one-way flight from Worcester to Chicago can choose from these deals. For those needing a return trip from Worcester, there is a search form available above.

Find flights from Worcester to Chicago within your budget

Use the slider to find flights from Worcester to Chicago that fit your budget.

Reviews of Airlines Servicing Chicago

Read reviews from past customers who have flown American Airlines and Delta from Worcester to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Useful info, stats and facts about Worcester to Chicago flights.

What airport do you fly from for flights from Worcester to Chicago?

Which airlines flying from Worcester to Chicago have flexible cancellations due to COVID-19?

Can I find flights from Worcester, Massachusetts to Chicago for under $200 on Cheapflights?

Are there last-minute flights available from Worcester, Massachusetts to Chicago for under $600?

What are the cheapest airlines flying from Worcester, Massachusetts to Chicago round-trip?

What does ORH to ORD mean?

Other flights from Worcester

Other flights to Chicago

Flights to Chicago from Worcester

Rent a Car

Top 2 airlines flying from Worcester to Chicago

The chart below displays the airlines Cheapflights users traveling from Worcester to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

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