$99 Cheap flight deals from Chicago (CHI) to Greenfield (CEF)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago to Greenfield
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 $99 One Way, $209 Round Trip from Chicago to Greenfield
Prices starting at $209 for return flights and $99 for one-way flights to Greenfield were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Greenfield economy flight packages
Furnished Apartment Near Longwood
Oct 29 - Nov 3
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Sep 25, 2026
Iris Hotel Boston
Oct 29 - Nov 3
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Sep 29, 2026
Greenfield first class flight packages
The Whitney Hotel
Nov 15 - Nov 20
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Raffles Boston
Nov 15 - Nov 20
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Boston Harbor Hotel
Nov 15 - Nov 20
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
More About Flying To Greenfield from Chicago
Route Information for Flights from Chicago to Greenfield
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CEF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Greenfield
Grab great fares on Chicago to Greenfield flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.
Mobile Apps for Exclusive Deals on Flights From Chicago to Greenfield
You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from Chicago to Greenfield and lets you book your hotel room with a few simple clicks.
Find Your Chicago to Greenfield Flights, Car, and Hotel in One Place
Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from Chicago to Greenfield is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.
Stay Informed on Your Trip
Orbitz sends you alerts about the latest updates to your Chicago to Greenfield flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.
Earn Miles for Flights From Chicago to Greenfield
On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.
Flights from Chicago
- Chicago to Houston
- Chicago to Orlando
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to Washington
- Chicago to London
- Chicago to Paris
- Chicago to Rome
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Sacramento
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Atlantic City
- Chicago to Hartford
More Destinations
- Flights from Atlanta to The Berkshires
- Flights from Austin to The Berkshires
- Flights from Charlotte to The Berkshires
- Flights from Chicago to The Berkshires
- Flights from Cleveland to The Berkshires
- Flights from Columbus to The Berkshires
- Flights from Dallas to The Berkshires
- Flights from Denver to The Berkshires
- Flights from Houston to The Berkshires
- Flights from Indianapolis to The Berkshires
- Flights from Las Vegas to The Berkshires
- Flights from Los Angeles to The Berkshires
- Flights from Minneapolis - St. Paul to The Berkshires
- Flights from Nashville to The Berkshires
- Flights from New Orleans to The Berkshires
- Flights from Philadelphia to The Berkshires
- Flights from Phoenix to The Berkshires
- Flights from Portland to The Berkshires
- Flights from St. Louis to The Berkshires
- Flights from Washington to The Berkshires
- Flights from Myrtle Beach to The Berkshires
- Flights from Pittsburgh to The Berkshires
- Flights from Fort Lauderdale to The Berkshires
- Flights from Milwaukee to The Berkshires
- Flights from Rochester to The Berkshires
- Flights from Tucson to The Berkshires
- Flights from Tampa to The Berkshires
- Flights from Jacksonville to The Berkshires
- Flights from Louisville to The Berkshires
- Flights from State College to The Berkshires
- Flights from Chattanooga to The Berkshires
- Flights from Detroit to Pittsfield
- Flights from Orlando to Pittsfield
- Flights from Salt Lake City to Pittsfield
- Flights from Vancouver to Pittsfield
- Flights from Charleston to Pittsfield
- Flights from Mukah to Pittsfield
- Flights from Moline to Pittsfield
- Flights from Monroe to Pittsfield
- Flights from Syracuse to Pittsfield
- Flights from Santa Barbara to Pittsfield
- Flights from Madison to Pittsfield
- Flights from Louisville to Pittsfield
- Flights from Baton Rouge to Pittsfield
- Flights from Augusta to Pittsfield
- Flights from Fayetteville to Pittsfield
- Flights from Chattanooga to Pittsfield
- Flights from Columbus to Shelburne Falls
- Flights from Toledo to Shelburne Falls
- Flights from Bloomington to Shelburne Falls
- Flights from Fairbanks to Lenox
- Flights from Chicago to Lenox
- Flights from Dublin to Lenox
- Flights from Los Angeles to Lenox
- Flights from Minneapolis - St. Paul to Lenox
- Flights from Phoenix to Lenox
- Flights from Raleigh to Lenox
- Flights from San Antonio to Lenox
- Flights from Washington to Lenox
- Flights from Frankfurt to Lenox
- Flights from Tokyo to Lenox
- Flights from Roanoke to Lenox
- Flights from Sarasota to Lenox
- Flights from Fort Myers to Lenox
- Flights from Harrisburg - Hershey to Lenox
- Flights from Oklahoma City to Lenox
- Flights from Bangor to Lenox
- Flights from Tri-Cities to Lenox
- Flights from New York to Deerfield
- Flights from Providence to Deerfield
- Flights from Syracuse to Deerfield
- Flights from Milwaukee to Deerfield
- Flights from Tampa to Deerfield
- Flights from Savannah to Deerfield
- Flights from Atlanta to Hadley
- Flights from Baltimore to Hadley
- Flights from Bloomington to Hadley
- Flights from Rochester to Hadley
- Flights from White Plains to Hadley
- Flights from Covington to Hadley
- Flights from Chattanooga to Hadley
- Flights from Salt Lake City to Williamstown
- Flights from Hamburg to Williamstown
- Flights from Sarasota to Williamstown
- Flights from Oklahoma City to Williamstown
- Flights from Grand Rapids to Williamstown
- Flights from Flint to Amherst
- Flights from Atlanta to Amherst
- Flights from Charlotte to Amherst
- Flights from Detroit to Amherst
- Flights from Providence to Amherst
- Flights from Portland to Amherst
- Flights from Pittsburgh to Amherst
- Flights from Richmond to Amherst
- Flights from Syracuse to Amherst
- Flights from Madison to Amherst
- Flights from Norfolk - Virginia Beach to Amherst
- Flights from Dayton to Amherst
- Flights from Jacksonville to Amherst
- Flights from Covington to Amherst
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.