$75 Cheap flight deals from Boston (BOS) to Skokie (CHI)
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This Weekend's Flight Deals from Boston to Skokie
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 Skokie
Prices starting at $149 for return flights and $75 for one-way flights to Skokie were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Skokie economy flight packages
Hotel Saint Clair- Magnificent Mile
Jul 27 - Jul 30
Boston (BOS) to Chicago (ORD)
Reviewed on May 4, 2026
The Emily Hotel
Jul 15 - Jul 18
Boston (BOS) to Chicago (ORD)
Reviewed on Jul 26, 2025
Level Chicago – Old Town
Jul 15 - Jul 18
Boston (BOS) to Chicago (ORD)
Reviewed on Nov 20, 2025
Skokie packages with premium economy flights
Hotel Felix River North/Magnificent Mile
Jul 24 - Jul 27
Boston (BOS) to Chicago (ORD)
Reviewed on May 2, 2026
Hotel Riu Plaza Chicago
Jul 24 - Jul 27
Boston (BOS) to Chicago (ORD)
Reviewed on Jun 5, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 24 - Jul 27
Boston (BOS) to Chicago (ORD)
Reviewed on May 5, 2026
More About Flying To Skokie from Boston
Route Information for Flights from Boston to Skokie
Origin Airport IATA Code | BOS |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Boston to Skokie
Orbitz gives you great deals on your flights from Boston to Skokie. 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 Skokie 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 Skokie 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 Skokie, 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 Skokie 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 Skokie 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 Skokie 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.