
$78 Cheap flight deals from Boston (BOS) to Waukegan (ORD)
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This Weekend's Flight Deals from Boston to Waukegan
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 $78 One Way, $142 Round Trip from Boston to Waukegan
Prices starting at $142 for return flights and $78 for one-way flights to Waukegan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Waukegan economy flight packages

Hotel Riu Plaza Chicago
May 8 - May 10
Boston (BOS) to Chicago (ORD)
Reviewed on Jan 14, 2026

Hilton Chicago O'Hare Airport
May 23 - May 26
Boston (BOS) to Chicago (ORD)
Reviewed on Feb 25, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
May 23 - May 26
Boston (BOS) to Chicago (ORD)
Reviewed on Nov 3, 2025
Waukegan packages with premium economy flights

Eurostars Magnificent Mile
May 17 - May 19
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 18, 2025

Hotel Riu Plaza Chicago
May 17 - May 19
Boston (BOS) to Chicago (ORD)
Reviewed on Jan 14, 2026

Hotel Felix River North/Magnificent Mile
May 17 - May 19
Boston (BOS) to Chicago (ORD)
Reviewed on Jan 8, 2026
More About Flying To Waukegan from Boston
Route Information for Flights from Boston to Waukegan
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | ORD |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Waukegan
Orbitz assures that you will receive cheap air fares on flights from Boston to Waukegan and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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Low fares on Boston to Waukegan flights
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Waukegan Airports
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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.




