
$75 Cheap flight deals from Boston (BOS) to Naperville (CHI)
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This Weekend's Flight Deals from Boston to Naperville
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 $75 One Way, $149 Round Trip from Boston to Naperville
Prices starting at $149 for return flights and $75 for one-way flights to Naperville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Naperville economy flight packages

Hotel Felix River North/Magnificent Mile
Aug 14 - Aug 17
Boston (BOS) to Chicago (ORD)
Reviewed on May 2, 2026

Hotel Riu Plaza Chicago
Aug 1 - Aug 4
Boston (BOS) to Chicago (ORD)
Reviewed on Jun 19, 2026

Omni Chicago Hotel
Aug 4 - Aug 8
Boston (BOS) to Chicago (ORD)
Reviewed on Jun 12, 2026
More About Flying To Naperville from Boston
Route Information for Flights from Boston to Naperville
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Naperville
It has never been easier to find cheap Boston to Naperville flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Boston to Naperville Flights on the Go
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Get the Best Deals on Boston to Naperville Flights
Finding great deals on flights from Boston to Naperville is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Naperville vacation even more.
Pile Up Miles With Discount Air Tickets
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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.


