$110 Find Cheap Flights from Boston to Chicago O'Hare Airport - Compare and Save

These are the earliest and latest flight times available from Boston to Chicago O'Hare Intl Airport:

• Earliest: departs at 5:39 am and lands at 8:44 am
• Latest: departs at 10:00 pm and lands at 1:05 am.

The flight takes about 3h 05m.

Four cabin classes are available on flights from Boston to Chicago O'Hare Intl Airport:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

A nonstop flight from Boston to Chicago O'Hare Intl Airport takes 3h 05m, covering 864 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Boston to Chicago O'Hare Intl Airport range from $181 to $308, with an average of $235 over the past 12 months. Anything below $181 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 17% above the $235 route average. Book 4 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $187 round-trip via New York John F Kennedy Intl (JFK), compared to $235 for nonstop.

United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Boston to Chicago O'Hare Intl Airport flights are:

• United Airlines: 91% on time
• American Airlines: 85% on time
• JetBlue: 85% on time

Overall, flights on this route are punctual 86% of the time on average.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737-800 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Boeing 737 MAX 9 variants.

Morning is the busiest departure period on Boston to Chicago O'Hare Intl Airport flights, with 44% of flights leaving in that window. Afternoon departures account for 35%, evening flights for 21%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $213 to $1,073. That means the highest observed fare was about 5x higher than the lowest one.

Three airlines offer in-flight Wi-Fi on Boston to Chicago O'Hare Intl Airport flights:

• American Airlines
• Delta
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

One-way fares from Boston to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $115, which is 29% below the typical average for this route.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Flights from Boston to Chicago O'Hare Intl Airport usually depart from Boston Logan Intl (BOS) and arrive at Chicago O'Hare Intl (ORD).

Morning flights have the fewest delays on this route, while evening departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Boston to Chicago O'Hare Intl Airport route, 14% of flights were delayed in the past 3 months, with delays averaging 2h 48m.

One-stop flights from Boston to Chicago O'Hare Intl Airport most commonly connect through:

• New York John F Kennedy Intl (JFK) - 31% of one-stop connections
• Nashville Intl (BNA) - 19% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 13% of one-stop connections
• Baltimore/Washington (BWI) - 6% of one-stop connections

Yes. Flexible dates can save you up to 13% on flights from Boston to Chicago O'Hare Intl Airport. Wednesday is the cheapest departure day at $218 round-trip on average, while Friday is the most expensive at $248, a difference of $30.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

4 airlines operate flights between Boston and Chicago O'Hare Intl Airport. The airlines offering nonstop flights on this route include:

• American Airlines
• United Airlines
• Delta
• JetBlue

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 39m, compared with 4h 44m via Philadelphia (PHL) and 6h 13m via New York John F Kennedy Intl (JFK).

Chicago O'Hare Intl Airport is 1 hour behind Boston (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Among airlines operating Boston to Chicago O'Hare Intl Airport flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Delta: offers extra legroom; offers free seat selection
• JetBlue: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• Delta: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

There is a public art exhibit at the Chicago O'Hare Airport (ORD). Throughout the airport, there are sculptures, paintings, murals, and photography that you can appreciate. There is also a yoga room where you can relax, a business center where you can catch up on e-mails, and many different airline lounges where members can enjoy a variety of benefits.

There are several places to eat while you're waiting on your plane to leave Boston. You can dine at Friendly's Restaurant, Sbarro, Potbelly Sandwich Shop, or WPizza by Wolfgang Puck. If you want something light to eat or a little java before you board, there is a Dunkin's Donut and several Starbucks around the airport.

Public transit is easily accessible from the airport. This includes a commuter train that goes from the airport into many areas of the city and its outlining communities. Known as the Metra Train, you'll catch it by taking the airport shuttle bus to the Multi-Modal Facility. The train station is a short walk from this building.

The Boston Logan International Airport (BOS) has four terminals and 94 gates. There is a complimentary shuttle that takes passengers from one terminal to another. You can also take this shuttle to other parts of the airport including the rental car center and the airport train station.