US Airways Flights from Boston (BOS) to Chicago (ORD)
Orbitz is pleased to offer airline tickets on US Airways, which operates 4 regularly scheduled daily non-stop flights from Boston (BOS) to Chicago (ORD), departing between 5:40am and 11:35am, and 4 additional non-stop flights, departing between 7:00am and 6:05pm on select days of the week. The average travel time from Boston, MA to Chicago, IL is 2 hours and 47 minutes.
Quick Flight Searches
Weekend Trips - Search
Upcoming weekend flight specials and airline
deals on flights to Chicago (ORD)
from Boston (BOS)
During your Chicago vacation, don't miss these great establishments and attractions:
Historic Pullman
Railway magnate George Pullman may have been a fabulously wealthy industrialist, but he fancied himself more enlightened than his 19th-century peers. So when it came time to build a new headquarters for his Pullman Palace Car Company, he dreamed of something far more than the standard factory surrounded by tenements. Instead, he built a model community for his workers, a place where they could live in houses with indoor plumbing and abundant natural light -- amenities almost unheard of for industrial workers in the 1880s. Pullman didn't do all this solely from the goodness of his heart; he hoped that the town named after him would attract the most skilled workers (who would be so happy that they wouldn't go on strike). As one of the first "factory towns," Pullman caused an international sensation and was seen as a model for other companies to follow. The happy workers that Pullman envisioned, however, did go on strike in 1894, frustrated by the company's control of every aspect of their lives.Today, the Pullman district makes a fascinating stop for anyone with a historical or architectural bent. While many of the homes are private residences, a number of public buildings still stand (including the lavish Hotel Florence, the imposing Clock Tower, and the two-story colonnaded Market Hall). Although a fire damaged some buildings in the late 1990s, Pullman has thankfully been recognized as a unique historic site, and much-needed repairs are underway. You can walk through on your own during opening hours (stop by the visitor center for a map), or take a guided a tour at 12:30 or 1:30pm on the first Sunday of the month from May through October ($4 adults, $3.50 seniors).
The Spirit of Chicago
This luxury yacht offers a variety of wining-and-dining harbor cruises, from a lunch buffet to the "Moonlight Dance Party." This can be a fairly pricey night out if you go for the whole dinner package; the late-night moonlight cruises are a more affordable option for insomniacs.
Polish Museum of America
One million people of Polish ancestry live in Chicago, giving the city the largest Polish population outside of Warsaw. So it's no surprise that Chicago is the site of the Polish Museum of America, located in the neighborhood where many of the first immigrants settled. The museum has one of the most important collections of Polish art and historical materials outside Poland (it is also the largest museum in the United States devoted exclusively to an ethnic group). The museum's programs include rotating exhibitions, films, lectures, and concerts, and a permanent exhibit about Pope John Paul II. There is also a library with a large Polish-language collection, and archives where visitors can research genealogical history (call in advance if you want to look through those records). Allow a half-hour.
Wheeler Mansion
This grand Italianate building had fallen on hard times -- until Debra and Scott Seger saw its potential as a bed-and-breakfast. Today, completely restored and refurbished, the Wheeler Mansion is one of the city's most charming small hotels. The Segers kept intact whatever was salvageable, including the mosaic tile floor in the vestibule and some of the dark walnut woodwork and fixtures. But they added good-size private bathrooms to each room (some have only shower stalls rather than bathtubs). The rooms -- which are spacious enough to include armoires and armchairs -- feel even larger than they are, thanks to the high ceilings. Antique furniture that the Segers found in Europe fills the house, and guests dine on bone china and sleep on goose-down feather beds. A continental breakfast by the resident chef is served weekdays. On weekends, the buffet features a more elaborate array of dishes.
Majestic Hotel
Owned by the same group as the City Suites Hotel, the Majestic blends seamlessly into its residential neighborhood. Located on a charming tree-lined street (but convenient to the many restaurants and shops of Lincoln Park), this is a good choice for anyone who wants a quiet bed-and-breakfast type of hotel stay. Guests receive a complimentary continental breakfast and afternoon tea in the lobby. Some of the larger suites -- the most appealing are those with sun porches -- offer butler's pantries with a fridge, microwave, and wet bar. Most of the other rooms are fairly dark (since you're surrounded by apartment buildings on almost all sides), and you should avoid the claustrophobic single rooms with alley views. Ideally suited for enjoying the North Side, the Majestic is only a short walk from both Wrigley Field and the lake.
Best Western River North Hotel
This former motor lodge and cold-storage structure conceals a very attractive, sharply designed interior that scarcely resembles any Best Western in which you're likely to have spent the night. One of the few hotels located right in the midst of one of the busiest nightlife and restaurant zones in the city, the Best Western lies within easy walking distance of interesting boutiques and Chicago's art-gallery district. Rooms are spacious, and the bathrooms, though no-frills, are spotless. One-room suites have a sitting area, while other suites have a separate bedroom; all suites come with a sleeper sofa. The Best Western's reasonable rates and rooftop pool (with sweeping views) will appeal to families on a budget -- and the almost unheard-of free parking can add up to significant savings for anyone planning to stay a week or more.
Need help booking your trip?
Book online or call
1-800-504-3248(toll free)
Need help booking your trip?
Book online or call
1-800-504-3248(toll free)
Need help booking your trip?
Book online or call
1-800-504-3248(toll free)
Need help booking your trip?
Book online or call
1-800-504-3248(toll free)
Other direct flights to Chicago (ORD) on US Airways