$99 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 $99 One Way, $192 Round Trip from Boston to Bolingbrook
Prices starting at $192 for return flights and $99 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
The Emily Hotel
Nov 13 - Nov 16
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Sep 27, 2026
Trump International Hotel & Tower Chicago
Nov 13 - Nov 16
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Sep 28, 2026
Hotel Riu Plaza Chicago
Nov 13 - Nov 16
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Sep 28, 2026
Bolingbrook first class flight packages
Trump International Hotel & Tower Chicago
Nov 6 - Nov 8
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 28, 2026
Hotel Riu Plaza Chicago
Nov 6 - Nov 8
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 28, 2026
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
Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Boston to Bolingbrook to give you a travel experience that is second to none.
Bargain Travel at Your Fingertips
Orbitz provides the cheapest fares from Boston to Bolingbrook. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.
Modern Tools for Fast-Paced Travel
Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Boston to Bolingbrook flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Boston to Bolingbrook and choose a range of cheap hotels to stay in.
Enjoy Stress-Free Travel with Flight Alerts
Once you have booked your flights from Boston to Bolingbrook on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Boston to Bolingbrook flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.
Frequent Flyer Program
For loyal Orbitz customers who fly from Boston to Bolingbrook the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.
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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.