$70 Cheap flight deals from Boston (BOS) to Bolingbrook (CHI)
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This Weekend's Flight Deals from Boston to Bolingbrook
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 $70 One Way, $135 Round Trip from Boston to Bolingbrook
Prices starting at $135 for return flights and $70 for one-way flights to Bolingbrook were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Bolingbrook economy flight packages
Hotel Riu Plaza Chicago
May 11 - May 15
Boston (BOS) to Chicago (ORD)
Reviewed on Jan 14, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
May 11 - May 15
Boston (BOS) to Chicago (ORD)
Reviewed on Nov 3, 2025
Hilton Chicago O'Hare Airport
May 11 - May 15
Boston (BOS) to Chicago (ORD)
Reviewed on Feb 25, 2026
Bolingbrook first class flight packages
Eurostars Magnificent Mile
May 21 - May 25
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Oct 18, 2025
Fairmont Chicago at Millennium Park
May 21 - May 25
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Feb 16, 2026
Trump International Hotel & Tower Chicago
May 21 - May 25
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Oct 13, 2025
More About Flying To Bolingbrook from Boston
Route Information for Flights from Boston to Bolingbrook
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Bolingbrook
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Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Boston to Bolingbrook so you can reach your destination with more money in your pocket to spend.
Cheap Boston to Bolingbrook flights that lead to rewards
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Quality combinations
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Even last minute bookings on our apps
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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.