$59 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 $59 One Way, $116 Round Trip from Boston to Bolingbrook
Prices starting at $116 for return flights and $59 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 Felix River North/Magnificent Mile
Dec 31 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 22, 2025
The Wade
Dec 31 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 26, 2025
Virgin Hotels Chicago
Dec 31 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Apr 6, 2025
Bolingbrook first class flight packages
Level Chicago – Old Town
Jan 1 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Feb 16, 2024
Trump International Hotel & Tower Chicago
Jan 1 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 13, 2025
Park Hyatt Chicago
Jan 1 - Jan 5
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 13, 2024
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 gives you great deals on your flights from Boston to Bolingbrook. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.
We Offer Great Travel Deals and Discounts
When you book flights from Boston to Bolingbrook with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Boston to Bolingbrook flights for your trip—whether you are traveling for business or for fun with your family.
Enjoy Savings on Last-Minute Flights
If you are looking for a discount price on last-minute flights from Boston to Bolingbrook, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Boston to Bolingbrook flights that fit your budget and your itinerary for the perfect trip.
Full-Service Mobile Apps
Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Boston to Bolingbrook flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Boston to Bolingbrook and review gate and baggage claim details too.
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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.