$21 Cheap flight deals from Chicago (CHI) to Worcester (ORH)

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This Weekend's Flight Deals from Chicago to Worcester

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 15 - Tue, Jun 18
ORD
O'Hare Intl.
BOS
Logan Intl.
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 15 from O'Hare Intl. to Logan Intl., returning Tue, Jun 18, priced at $62 just found
Fri, Jun 14 - Tue, Jun 18
MDW
Midway Intl.
BOS
Logan Intl.
$168 Roundtrip, found 6 hours ago
$168
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, Jun 14 from Midway Intl. to Logan Intl., returning Tue, Jun 18, priced at $168 found 6 hours ago

Airfares from $21 One Way, $47 Round Trip from Chicago to Worcester

Prices starting at $47 for return flights and $21 for one-way flights to Worcester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 18 - Tue, Jul 2
ORD
Chicago
BOS
Boston
$47 Roundtrip, found 2 days ago
$47
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jun 18 from Chicago to Boston, returning Tue, Jul 2, priced at $47 found 2 days ago
Thu, Sep 5 - Wed, Sep 11
ORD
Chicago
BOS
Boston
$52 Roundtrip, just found
$52
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Sep 5 from Chicago to Boston, returning Wed, Sep 11, priced at $52 just found
Wed, Aug 21 - Tue, Aug 27
MDW
Chicago
BOS
Boston
$110 Roundtrip, found 19 hours ago
$110
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Wed, Aug 21 from Chicago to Boston, returning Tue, Aug 27, priced at $110 found 19 hours ago
Wed, Sep 25 - Sat, Sep 28
ORD
Chicago
BOS
Boston
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Sep 25 from Chicago to Boston, returning Sat, Sep 28, priced at $137 found 1 hour ago
Tue, Aug 6 - Tue, Aug 13
ORD
Chicago
BOS
Boston
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Aug 6 from Chicago to Boston, returning Tue, Aug 13, priced at $137 found 12 hours ago

Worcester economy flight packages

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston
5.0-star property

Mandarin Oriental, Boston

9.4/10 Exceptional! (275 reviews)

Jul 20 - Jul 23

3 night stay

Chicago (ORD) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 22 hours ago
The location of the hotel is perfect. The service and amenities were excellent

Reviewed on Jun 23, 2021

Global Luxury Suites Downtown Boston
4.0-star property

Global Luxury Suites Downtown Boston

8/10 Very Good! (413 reviews)

Jul 18 - Jul 25

7 night stay

Chicago (ORD) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 4 hours ago
Love the space - it has a big livingroom with lots of light comming through the windows

Reviewed on Feb 4, 2022

Beacon Hill Hotel
4.0-star property

Beacon Hill Hotel

9/10 Wonderful! (155 reviews)

Jul 18 - Jul 25

7 night stay

Chicago (ORD) to Boston (BOS)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 4 hours ago
Nice hotel located on historic Charles St. and close to Boston Public gardens. Also the walk to downtown shopping is an easy walk as well as to Mass. General Hospital.

Reviewed on Dec 9, 2018

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More About Flying To Worcester from Chicago

Route Information for Flights from Chicago to Worcester

Origin Airport IATA Code
CHI
Destination Airport IATA Code
ORH
Distance
863 mi
Direct Flight Airlines
American Airlines, KLM, Qatar Airways, JAL, Icelandair, Emirates, Delta Air Lines, Air New Zealand, United Airlines, Alaska Airlines, JetBlue, Cathay Pacific, Royal Jordanian, Iberia, Hawaiian Airlines, Korean Air, ANA, WestJet, TAP Air Portugal, Virgin Atlantic, Spirit Airlines, British Airways
Earliest Flight Arrival
1:24PM UTC
Latest Flight Arrival
4:08AM UTC

Chicago to Worcester

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Frequently asked questions

Are there non-stop flights from Chicago to Worcester?
There certainly are, so you’ll only need to keep track of one flight number. Select from 4 airlines that operate direct flights from O’Hare Airport to Boston, MA (BOS-Logan Intl.), including:

  • United Airlines
  • American Airlines
  • Delta
  • JetBlue

What is the shortest flight from Chicago to Worcester?
If conditions are good and all goes as planned, you could be flying into Logan Intl. Airport (BOS) from Midway Intl. Airport (MDW) in as little as 2 hours and 59 minutes. With such a brief flight time, consider traveling with just carry-on luggage.
What airlines fly from Chicago to Worcester most frequently?
With a nice range of airlines traveling between Chicago and Worcester, you’ll have your choice of excellent deals. The airlines servicing this route the most frequently are: United Airlines - (UA) with 208 flights every month American Airlines - (AA) with 199 flights every month Delta - (DL) with 147 flights every month JetBlue - (B6) with 56 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.