$105 Cheap flight deals from Boston (BOS) to Rosemont (CHI)
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This Weekend's Flight Deals from Boston to Rosemont
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 $105 One Way, $165 Round Trip from Boston to Rosemont
Prices starting at $165 for return flights and $105 for one-way flights to Rosemont were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Rosemont economy flight packages
Trump International Hotel & Tower Chicago
Dec 17 - Dec 21
Boston (BOS) to Chicago (ORD)
Reviewed on Nov 10, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Dec 17 - Dec 21
Boston (BOS) to Chicago (ORD)
Reviewed on Nov 12, 2026
More About Flying To Rosemont from Boston
Route Information for Flights from Boston to Rosemont
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Rosemont
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We provide access to many low-cost vacation packages and travelers can mix and match airlines when scheduling their flights for the best prices and flight times. Finding cheap tickets on flights from Boston to Rosemont is easy when you make Orbitz your #1 travel planner.
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Our iPhone and Android mobile apps can be used to compare and book flights from Boston to Rosemont. These apps are perfect for checking the status of flights, gate and baggage claims details, car rental rates, and for receiving alerts on special savings that are exclusive to mobile users. Mobile app users can even score great rates when booking hotel rooms. You can compare hotels, virtually view photo galleries, and check out user reviews using the app, as well as find out which ones are closest to you.
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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.