$70 Cheap flight deals from Chicago (CHI) to Rockport (BOS)
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 Rockport
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 $70 One Way, $130 Round Trip from Chicago to Rockport
Prices starting at $130 for return flights and $70 for one-way flights to Rockport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Rockport economy flight packages
Arcadian Hotel
May 21 - May 25
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 20, 2026
The Revolution Hotel
May 21 - May 25
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 19, 2026
Rockport first class flight packages
Omni Parker House
May 18 - May 22
Chicago (MDW) to Boston (BOS)
Reviewed on Mar 4, 2026
Eurostars The Boxer
May 18 - May 22
Chicago (MDW) to Boston (BOS)
Reviewed on May 6, 2025
More About Flying To Rockport from Chicago
Route Information for Flights from Chicago to Rockport
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Rockport
It has never been easier to find cheap Chicago to Rockport flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Chicago to Rockport Flights on the Go
Orbitz offers cutting-edge mobile tools that let you search and book flights anywhere. All you need is a smartphone or mobile device to find discounts on flights from Chicago to Rockport. Use the app to check to make sure your flight is on time or book a last-minute cheap hotel room.
Get the Best Deals on Chicago to Rockport Flights
Finding great deals on flights from Chicago to Rockport is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Rockport vacation even more.
Pile Up Miles With Discount Air Tickets
Not only can you find great bargains on Chicago to Rockport flights, but you can rack up frequent flyer miles on the flights too. Enter your frequent flyer number on qualified flights when booking for Orbitz to see the miles pile up in your account.
Flight Alerts Keep You Informed
Stay on top of the latest updates for flights from Chicago to Rockport. We send you free email and mobile alerts to keep you informed about delays to Chicago to Rockport flights.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to London
- Chicago to Washington
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
More Destinations
- Flights from Charlotte to Danvers
- Flights from Chicago to Danvers
- Flights from Denver to Danvers
- Flights from Detroit to Danvers
- Flights from Las Vegas to Danvers
- Flights from Los Angeles to Danvers
- Flights from Minneapolis - St. Paul to Danvers
- Flights from New York to Danvers
- Flights from Phoenix to Danvers
- Flights from Toronto to Danvers
- Flights from Washington to Danvers
- Flights from Newark to Danvers
- Flights from Pensacola to Danvers
- Flights from Milwaukee to Danvers
- Flights from Covington to Danvers
- Flights from Baltimore to Revere
- Flights from Charlotte to Revere
- Flights from Chicago to Revere
- Flights from Minneapolis - St. Paul to Revere
- Flights from New York to Revere
- Flights from Phoenix to Revere
- Flights from Portland to Revere
- Flights from Raleigh to Revere
- Flights from Rio de Janeiro to Revere
- Flights from Washington to Revere
- Flights from Xiamen to Revere
- Flights from Zhengzhou to Revere
- Flights from Baltimore to Essex
- Flights from Charlotte to Essex
- Flights from Cleveland to Essex
- Flights from Denver to Essex
- Flights from Detroit to Essex
- Flights from Los Angeles to Essex
- Flights from New York to Essex
- Flights from Phoenix to Essex
- Flights from Toronto to Essex
- Flights from Cincinnati to Boston
- Flights from Indianapolis to Boston
- Flights from London to Boston
- Flights from Salt Lake City to Boston
- Flights from Charleston to Boston
- Flights from Richmond to Boston
- Flights from Fort Myers to Boston
- Flights from Jacksonville to Boston
- Flights from Atlanta to Gloucester
- Flights from Chicago to Gloucester
- Flights from Cleveland to Gloucester
- Flights from Dallas to Gloucester
- Flights from Denver to Gloucester
- Flights from Las Vegas to Gloucester
- Flights from Los Angeles to Gloucester
- Flights from Minneapolis - St. Paul to Gloucester
- Flights from New York to Gloucester
- Flights from Philadelphia to Gloucester
- Flights from Toronto to Gloucester
- Flights from Washington to Gloucester
- Flights from Charleston to Gloucester
- Flights from Kingston to Gloucester
- Flights from Omaha to Gloucester
- Flights from Pittsburgh to Gloucester
- Flights from Fort Lauderdale to Gloucester
- Flights from Newark to Gloucester
- Flights from Richmond to Gloucester
- Flights from Milwaukee to Gloucester
- Flights from Tampa to Gloucester
- Flights from Austin to Malden
- Flights from Chicago to Malden
- Flights from Houston to Malden
- Flights from Miami to Malden
- Flights from Minneapolis - St. Paul to Malden
- Flights from Nashville to Malden
- Flights from New York to Malden
- Flights from Raleigh to Malden
- Flights from Salt Lake City to Malden
- Flights from Toronto to Malden
- Flights from Newark to Malden
- Flights from Tampa to Malden
- Flights from Anchorage to Salem
- Flights from Atlanta to Salem
- Flights from Austin to Salem
- Flights from Cleveland to Salem
- Flights from Dallas to Salem
- Flights from Las Vegas to Salem
- Flights from Lisbon District to Salem
- Flights from Portland to Salem
- Flights from San Francisco to Salem
- Flights from Charleston to Salem
- Flights from Amarillo to Salem
- Flights from Fort Lauderdale to Salem
- Flights from Newark to Salem
- Flights from Oakland to Salem
- Flights from Pensacola to Salem
- Flights from Albuquerque to Salem
- Flights from Reno to Salem
- Flights from Sarasota to Salem
- Flights from Huntsville to Salem
- Flights from Fresno to Salem
- Flights from Grand Rapids to Salem
- Flights from Greenville - Spartanburg to Salem
- Flights from Charleston to Salem
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.