$95 Cheap flight deals from Boston (BOS) to Oak Brook (CHI)
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This Weekend's Flight Deals from Boston to Oak Brook
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 $95 One Way, $187 Round Trip from Boston to Oak Brook
Prices starting at $187 for return flights and $95 for one-way flights to Oak Brook were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Oak Brook economy flight packages
Swissotel - Chicago
Jul 10 - Jul 13
Boston (BOS) to Chicago (ORD)
Reviewed on Apr 21, 2026
Hotel Riu Plaza Chicago
Jul 10 - Jul 13
Boston (BOS) to Chicago (ORD)
Reviewed on Mar 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 10 - Jul 13
Boston (BOS) to Chicago (ORD)
Reviewed on May 5, 2026
Oak Brook packages with premium economy flights
Hotel Riu Plaza Chicago
Jul 7 - Jul 10
Boston (BOS) to Chicago (ORD)
Reviewed on Mar 8, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Jul 7 - Jul 10
Boston (BOS) to Chicago (ORD)
Reviewed on Apr 14, 2026
Trump International Hotel & Tower Chicago
Jul 7 - Jul 10
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 13, 2025
More About Flying To Oak Brook from Boston
Route Information for Flights from Boston to Oak Brook
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Oak Brook
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Cheap Air Ticket Prices Guaranteed
Orbitz is your number one source for low fares for Boston to Oak Brook flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to Oak Brook. Need hotels too? You can book them last minute on your mobile phone.
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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.