
$90 Cheap flight deals from Boston (BOS) to Des Plaines (CHI)
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This Weekend's Flight Deals from Boston to Des Plaines
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 $90 One Way, $198 Round Trip from Boston to Des Plaines
Prices starting at $198 for return flights and $90 for one-way flights to Des Plaines were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Des Plaines economy flight packages

Hotel Riu Plaza Chicago
Oct 22 - Oct 25
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026

Hotel Felix River North/Magnificent Mile
Oct 8 - Oct 12
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Oct 8 - Oct 12
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026
Des Plaines packages with premium economy flights

Hotel Riu Plaza Chicago
Oct 13 - Oct 16
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026

Swissotel - Chicago
Oct 13 - Oct 16
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Oct 13 - Oct 16
Boston (BOS) to Chicago (ORD)
Reviewed on Sep 3, 2026
More About Flying To Des Plaines from Boston
Route Information for Flights from Boston to Des Plaines
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Des Plaines
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Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Boston to Des Plaines flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
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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.




