
$133 Cheap flight deals from Worcester (ORH) to Windsor (OAK)
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This Weekend's Flight Deals from Worcester to Windsor
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.
Airfares from $133 One Way, $253 Round Trip from Worcester to Windsor
Prices starting at $253 for return flights and $133 for one-way flights to Windsor were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Windsor economy flight packages

The Napa Residences
Dec 25 - Jan 1
Boston (BOS) to Oakland (OAK)
Oakland (OAK) to Boston (BOS)
Reviewed on Oct 22, 2026

Fairmont Sonoma Mission Inn & Spa
Dec 25 - Jan 1
Boston (BOS) to Oakland (OAK)
Oakland (OAK) to Boston (BOS)
Reviewed on Nov 1, 2026

Windsor first class flight packages

Fairmont Sonoma Mission Inn & Spa
Dec 12 - Dec 14
Boston (BOS) to Oakland (OAK)
Reviewed on Nov 1, 2026

Lavender, A Four Sisters Inn
Dec 12 - Dec 14
Boston (BOS) to Oakland (OAK)
Reviewed on Oct 28, 2026

More About Flying To Windsor from Worcester
Route Information for Flights from Worcester to Windsor
Origin Airport IATA Code | ORH |
|---|---|
Destination Airport IATA Code | OAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Worcester to Windsor
Planning a trip is rarely straight forward, especially when searching for cheap deals. At Orbitz.com, we make it easier than anywhere else by providing you with guaranteed low prices. So if you are looking for Worcester to Windsor flights at low cost, you will not be disappointed.
Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Worcester to Windsor so you can reach your destination with more money in your pocket to spend.
Cheap Worcester to Windsor flights that lead to rewards
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Quality combinations
If you require budget Worcester to Windsor flights and a bargain hotel to go with it, Orbitz will wow you with the great combinations we can offer. The quality is always high and always a superb value.
Even last minute bookings on our apps
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Flights from Worcester
- Worcester to Orlando
- Worcester to New York
- Worcester to Newark
- Worcester to Baltimore
- Worcester to Charlotte
- Worcester to Houston
- Worcester to Las Vegas
- Worcester to Atlanta
- Worcester to Minneapolis - St. Paul
- Worcester to Cincinnati
- Worcester to Denver
- Worcester to Ronkonkoma
- Worcester to San Antonio
Windsor Airports
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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.

