$107 Cheap flight deals from Chicago (CHI) to Rockport (BOS)
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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 $107 One Way, $250 Round Trip from Chicago to Rockport
Prices starting at $250 for return flights and $107 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
Battery Wharf Hotel, Boston Waterfront
Dec 4 - Dec 6
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Oct 19, 2026
Boston Harbor Hotel
Dec 4 - Dec 6
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Oct 18, 2026
Four Seasons Hotel Boston
Nov 18 - Nov 21
Chicago (CHI) to Boston (BOS)
Reviewed on Oct 6, 2026
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
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Guaranteed low prices for Chicago to Rockport flights makes Orbitz the perfect online budget travel source.
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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.