$98 Cheap flight deals from Chicago (CHI) to Rye (BOS)
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This Weekend's Flight Deals from Chicago to Rye
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 $98 One Way, $196 Round Trip from Chicago to Rye
Prices starting at $196 for return flights and $98 for one-way flights to Rye were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Rye economy flight packages
The Godfrey Hotel Boston
Aug 31 - Sep 5
Chicago (CHI) to Boston (BOS)
Reviewed on Jul 20, 2026
Boston Lodge and Suites
Sep 3 - Sep 10
Chicago (CHI) to Boston (BOS)
Reviewed on May 19, 2026
Boston Harbor Hotel
Aug 31 - Sep 5
Chicago (CHI) to Boston (BOS)
Reviewed on Jul 16, 2026
More About Flying To Rye from Chicago
Route Information for Flights from Chicago to Rye
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | BOS |
Distance | |
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Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Rye
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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.