A good sale between Boston and Chicago.
What is The Shorthaul? It is our irregular feature of deals under $200 and 3,000 miles roundtrip.
Sample Travel Date:
- Sample with American
- February 6th – 9th
- Valid for travel from January 21st – April 12th for the outbound segment. Must purchase at least 14 days in advance of departure and by January 15th
How to Search for Availability:
- Use ITA Software Matrix Airfare Search and flexible month search to see availability — enable advanced routing codes and enter “aa” or “ua” on the outbound and return advanced routing code fields to search for American (aa) or United (ua) availability.
- Beginner’s Guide on How to Use Matrix by ITA Software
- How to Read Airfare Rules and Use It to Your Advantage
Elite Qualifying Dollars:
- BOS – ORD (Chicago) – BOS
- 1,728 miles
How to Book:
- Support us by using our Hotwire link to book with dates found on ITA Software Matrix Airfare Search.
For hotel bookings, we recommend that you only book using online travel agencies (Hotels.com or Hotwire.com) if it is a non-chain hotel. We don’t want you to miss out on earning rewards with chain hotels.
- Accor Hotels
- Sofitel, Pullman, M Gallery, Grand Mercure, Novotel, Mercure, Ibis
- Country Inns and Suites
- Design Hotels
- Hilton Hotels
- Waldorf Astoria, Conrad, Hilton, DoubleTree, Embassy Suites, Hilton Garden Inn, Hampton Inn, Homewood Suites, Home2
- Intercontinental Group
- Intercontinental, Crowne Plaza, Hotel Indigo, Holiday Inn, Holiday Inn Express, Staybridge Suites, Candlewood Suites
- Marriott International
- Marriott, JW Marriott, Courtyard y Marriott, Renaissance, Residence Inn, Fairfield Inn & Suites, Springhill Suites, Delta Hotels, Moxy, AC Hotels, TownePlace, Autograph Collection, Protea Hotels.
- Preferred Hotels & Resorts
- Preferred, Sterling, Summit
- Radisson Hotels
- Radisson Blu, Radisson, Park Plaza, Park Inn, Hotel Missioni
- Wyndham Hotels
- Wyndham, Tryp, Wingate, Hawthorn, Microtel, Dream, Planet Hollywood, Ramada, Night, Baymont, Days Inn, Super 8, Howard Johnson, Travelodge, Knights Inn
- Avis – US and Canadian Rentals
- Fox Rent A Car
- Payless Car Rental
- Sixt Car Rental – Good Agency for Rentals in Europe
For more of the latest cheap Chicago Flight Deals:
- Go to the The Chicago Flight Deals page
For more of the latest cheap Boston Flight Deals:
- Go to the The Boston Flight Deals page
* The Flight Deal will receive a small commission if you use the Hotwire, accommodation or car rental affiliate links to make a booking. Thank you for your continuing support.
The Flight Deal does not sell travel products or services. We provide you with information about third-party travel suppliers’ offers, and link you to their sites. The information posted by The Flight Deal is valid at the time of publication. However, we have no control over the suppliers, and we therefore do not warrant or guarantee that their offers will not change or become unavailable. Nor are we responsible for their products, services or site content. Please see their sites for their most up-to-date offer information and all applicable terms and conditions.