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Flight Deals from Chicago to Worcester from $148

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Stops

  • Up to 1 stop
    $281
  • Up to 2 stops
    $291

Airlines

  • American Airlines
    $281

Cabin Class

  • Economy
    $281

Departure Airports

  • Chicago O Hare Airport
    $281

Arrival Airports

  • Worcester Regional Airport
    $281

Layover Airports

  • Charlotte Douglas International Airport
    $291
  • General Edward Lawrence Logan International Airport
    $291
  • Philadelphia International Airport
    $281
  • Reagan Washington National Airport
    $291

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On average save $240 per traveler
American Airlines Logo
American Airlines

07/28/25

ORD
9h 4m
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
18h 16m
PHL

08/05/25

ORD
$281
American Airlines Logo
American Airlines

07/28/25

ORD
9h 4m
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
21h 21m
PHL
DCA

08/05/25

ORD
$291
American Airlines Logo
American Airlines

07/28/25

ORD
9h 4m
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
16h 29m
PHL
BOS

08/05/25

ORD
$291
American Airlines Logo
American Airlines

07/28/25

ORD
8h 49m
CLT
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
18h 16m
PHL

08/05/25

ORD
$291
American Airlines Logo
American Airlines

07/28/25

ORD
9h 4m
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
19h 53m
PHL
DCA

08/05/25

ORD
$291
American Airlines Logo
American Airlines

07/28/25

ORD
8h 49m
CLT
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
16h 29m
PHL
BOS

08/05/25

ORD
$296
American Airlines Logo
American Airlines

07/28/25

ORD
8h 49m
CLT
PHL

07/28/25

ORH
American Airlines Logo
American Airlines

08/04/25

ORH
19h 53m
PHL
DCA

08/05/25

ORD
$296

Top Deals on flights from Chicago to Worcester

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
9h 4m
PHL

Jul 28

ORH

as low as

$148

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
17h 23m
PHL

Jul 29

ORH

as low as

$148

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
8h 49m
CLT
PHL

Jul 28

ORH

as low as

$148

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
17h 19m
CLT
PHL

Jul 29

ORH

as low as

$153

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
17h 34m
BOS
PHL

Jul 29

ORH

as low as

$153

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
18h 48m
DCA
PHL

Jul 29

ORH

as low as

$159

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
17h 19m
DCA
PHL

Jul 29

ORH

as low as

$159

Chicago, US (CHI) - Worcester, US (ORH)

American Airlines Logo
American Airlines

Jul 28

ORD
7h 4m
PHL

Jul 28

ORH

as low as

$203

Frequently Asked Questions

What are all possible destination arrival airports?
The possible destination arrival airport is Worcester Regional Airport. Possible layover airports include Philadelphia International Airport and Charlotte Douglas International Airport.
What is the time difference between destination and arrival?
The arrival time in Worcester is generally ahead of Chicago due to time zone differences, typically around one hour ahead depending on daylight saving times.
Is there a direct flight from Chicago to Worcester?
There is no direct flight from Chicago to Worcester. The available flights are with American Airlines, with the cheapest 1 stop flight priced at $281 and the fastest 2 stops flight at $409.
Are there convenient layover flights from Chicago to Worcester?
Yes, there are convenient layover flights. The 1 stop flight with American Airlines costs $281 and has a layover at Philadelphia International Airport, taking 9 hours 4 minutes. A 2 stops option from American Airlines is also available for $291, with layovers at Charlotte Douglas and Philadelphia, totaling 8 hours 49 minutes.
What are the most convenient layover airports for the flight?
For your flight from Chicago to Worcester, convenient layover airports include Philadelphia International Airport and Charlotte Douglas International Airport.
What is the cheapest and fastest flight from Chicago to Worcester?
The cheapest flight is with American Airlines for $281, taking 9 hours 4 minutes. The fastest flight is also with American Airlines for $409, taking 6 hours 59 minutes.