$48 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 $48 One Way, $95 Round Trip from Chicago to Rye
Prices starting at $95 for return flights and $48 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
Parker Beach Lodge
Sep 12 - Sep 19
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Jul 16, 2024
The Mansion at Ocean Edge
Sep 12 - Sep 19
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Jun 1, 2024
Rye packages with premium economy flights
YOTEL Boston
Sep 24 - Sep 30
Chicago (ORD) to Boston (BOS)
Reviewed on Jul 13, 2025
Rye first class flight packages
YOTEL Boston
Sep 10 - Sep 17
Chicago (ORD) to Boston (BOS)
Reviewed on Jul 13, 2025
More About Flying To Rye from Chicago
Route Information for Flights from Chicago to Rye
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Rye
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Discount Chicago to Rye Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Rye when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Rye has to offer.
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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.