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Boston to Chicago Flights

Flying from Boston

Boston Logan International Airport is a busy location to fly from, with routes that span the US and the rest of the world. As a major airport, Boston offers excellent facilities that will ensure you fly in comfort. The airport consists of three major passenger terminals and two runways. Flights from Boston often take off over the bay, providing impressive views as you leave the city behind. Customers waiting for the flights Boston Logan International Airport operates will have plenty to keep them occupied in the terminals before boarding.

The airport is a massive place to depart from. Fortunately, shuttle buses ensure getting around is easy. A central car parking area connects the terminals, meaning that you will never have too far to walk. If you are driving, head to East Boston and follow the signs. Parking starts at $18 per day. Several public transport options are available if you would rather not worry about a car. Special buses are provided to transport passengers from three stations: South, Government Center and State Street. The waterside location means that travellers can even arrive by boat from Fore River Shipyard. The Subway is another option, and if you are downtown then a single trip will cost you $2.50.

The terminals are packed full of entertainment and useful facilities. There are duty free shopping areas, restaurants, and even art displays. Free Wi-Fi is also offered for those who want to do some last minute email checking. You could even relax and unwind using the spa facilities. Make sure you get the best deals and a full list of flights from Boston to Chicago by checking out ebookers.com.

Travel to Chicago Airport

Chicago CHI Airport serves a number of airlines, the biggest of which is Virgin Atlantic Airways.

Travellers can access Chicago by train, bus or car. The train is the easiest way of travelling to and from the airport. The CTA Blue Line provides links with the airport. There are also airport shuttle buses, taxis and limousines. Travellers hiring a car in Chicago may wish to use public transport to reach their hotel and pick up the car at the hotel to avoid the sometimes heavy traffic and limited parking.

Chicago is a city of opposites, its restaurants being equally notable for cutting-edge cuisine as for down-to-earth fare. There are sandy beaches, summer outdoor festivals and bars that buzz until the early hours of the morning. The Art Institute of Chicago is the United States' second largest art museum and is home to a fabulous array of treasures. Not to be missed, are its impressive collection of impressionist and post-impressionist paintings and the Miros and Picassos located on the third floor. The Chicago Skydeck is on the 103rd floor of the Willis Tower and, as the third tallest building in the world, it offers some spectacular views of Chicago. Those who are not afraid of heights can stand on the glass balcony which extends out from the side of the building offering a breath taking vertical view of the city below.

Amongst the many options at ebookers.com, travellers will find flights from Boston to Chicago. To find and compare flights to Chicago and compare deals, search for 'Flights Chicago' using our handy mobile app or log on to our mobile optimised site.

Cheap flights from Boston to Chicago

Prices are for round-trip flights per adult (taxes and fees included)

Cheapest fares highlighted below

Mon Tue Wed Thu Fri Sat Sun
25 26 27 28 1 £110 2 £129 3 £158
4 5 6 7 8 £110 9 10
11 12 13 14 15 £121 16 £121 17
18 19 £121 20 £140 21 £200 22 £130 23 24
25 £111 26 27 £121 28 29 £130 30 31

Fare, taxes & fees: Fares were found on ebookers.com and are updated nightly. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £10.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

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. 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.

March

Cheapest weekend flights in March from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Fri, 1 Mar Boston (BOS) Chicago (ORD) United Airlines £110
Return Mon, 4 Mar Chicago (ORD) Boston (BOS) United Airlines

Lowest roundtrip airfare in March from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Fri, 8 Mar Boston (BOS) Chicago (ORD) United Airlines £110
Return Wed, 13 Mar Chicago (ORD) Boston (BOS) United Airlines

Best one-week trip in March from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Sun, 3 Mar Boston (BOS) Chicago (ORD) United Airlines £158
Return Sun, 10 Mar Chicago (ORD) Boston (BOS) United Airlines
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April

Cheapest weekend flights in April from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Fri, 12 Apr Boston (BOS) Chicago (ORD) United Airlines £198
Return Sun, 14 Apr Chicago (ORD) Boston (BOS) United Airlines

Lowest roundtrip airfare in April from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Thu, 18 Apr Boston (BOS) Chicago (ORD) United Airlines £111
Return Tue, 23 Apr Chicago (ORD) Boston (BOS) United Airlines

Best one-week trip in April from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Sat, 13 Apr Boston (BOS) Chicago (ORD) United Airlines £297
Return Sat, 20 Apr Chicago (ORD) Boston (BOS) United Airlines
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May

Cheapest weekend flights in May from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Fri, 3 May Boston (BOS) Chicago (ORD) United Airlines £111
Return Mon, 6 May Chicago (ORD) Boston (BOS) United Airlines

Lowest roundtrip airfare in May from Boston to Chicago

Travel dates Departure Arrival Stops: Round-trip fares
Leave Wed, 1 May Boston (BOS) Chicago (ORD) JetBlue Airways £111
Return Sun, 5 May Chicago (ORD) Boston (BOS) JetBlue Airways
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Airports in Boston MA, US
map of airports in Boston
  • 1

    Boston Logan Airport (BOS)

    Distance from City Center: 3 miles

    Terminals and carriers for flights from BOS to CHI

    Terminal Carriers
    Terminal B American Airlines
    Terminal C All Nippon Airways, JetBlue Airways, US Airways, United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from BOS to ORD

    Terminal Carriers
    Terminal 1 All Nippon Airways, US Airways, United Airlines
    Terminal 3 American Airlines, JetBlue Airways
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Aircraft Options

Aircraft options between Boston and Chicago

Equipment Carrier
Boeing 737-500 Passenger United Airlines
Boeing 737-700 Passenger United Airlines, US Airways
Embraer 170 US Airways, United Airlines
Boeing 757-200 Passenger US Airways, United Airlines
Boeing 737-900 Passenger United Airlines, US Airways
Airbus Industrie A319 United Airlines, US Airways
Boeing 737-800 Passenger American Airlines, United Airlines, US Airways
Embraer 190 JetBlue Airways
Airbus Industrie A320 US Airways, United Airlines, All Nippon Airways
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Flight facts

    • 20 direct flights are operating from Boston to Chicago today.
    • Today's average time for a direct flight is 2h 50m.
    • United Airlines flight 753 (00:00 GMT, Airbus Industrie A320) is today's earliest available flight from Boston to Chicago.
    • American Airlines flight 1081 (13:55 GMT, Boeing 737-800 Passenger) is today's latest available flight from Boston to Chicago.
    • Today's shortest direct flight from Boston to Chicago (United Airlines flight 1694, Boeing 737-900 Passenger) takes 2h 43m.
    • Today's longest direct flight from Boston to Chicago (American Airlines flight 289, Boeing 737-800 Passenger) takes 3h 0m.
    • Flights from Boston Logan Airport (BOS) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Lowest round trip fares by airline from Boston to Chicago

Airline Departure Arrival Travel dates Round-trip fares
airline logo United Airlines BOS CHI Fri, 8 Mar - Wed, 13 Mar £110
airline logo JetBlue Airways BOS CHI Fri, 3 May - Sun, 5 May £111
airline logo US Airways BOS CHI Mon, 25 Mar - Tue, 2 Apr £121
Delta Airlines Delta Air Lines BOS CHI Wed, 24 Apr - Mon, 29 Apr £140
Daily

Daily flight schedule for Mon, Feb 18, 2013

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
United Airlines UA497 BOS 05:30 ORD 07:20 752 2hr 50min
US Airways US6453 BOS 05:30 ORD 07:20 752 2hr 50min
United Airlines UA769 BOS 06:00 ORD 07:51 320 2hr 51min
US Airways US6865 BOS 06:00 ORD 07:51 320 2hr 51min
American Airlines AA1715 BOS 06:00 ORD 07:55 738 2hr 55min
American Airlines AA289 BOS 07:00 ORD 09:00 738 3hr 0min
United Airlines UA775 BOS 07:36 ORD 09:28 320 2hr 52min
US Airways US6155 BOS 07:36 ORD 09:28 320 2hr 52min
JetBlue Airways B6923 BOS 08:00 ORD 09:53 E90 2hr 53min
American Airlines AA1323 BOS 08:30 ORD 10:25 738 2hr 55min
United Airlines UA521 BOS 08:55 ORD 10:35 752 2hr 40min
US Airways US6144 BOS 08:55 ORD 10:35 752 2hr 40min
American Airlines AA1689 BOS 10:15 ORD 12:05 738 2hr 50min
United Airlines UA3531 BOS 10:35 ORD 12:29 E70 2hr 54min
US Airways US7884 BOS 10:35 ORD 12:29 E70 2hr 54min
American Airlines AA1551 BOS 12:00 ORD 13:45 738 2hr 45min
United Airlines UA3482 BOS 12:30 ORD 14:24 E70 2hr 54min
US Airways US7083 BOS 12:30 ORD 14:24 E70 2hr 54min
American Airlines AA187 BOS 14:10 ORD 16:00 738 2hr 50min
United Airlines UA3537 BOS 15:26 ORD 17:20 E70 2hr 54min
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Weekly

Number of direct flights this week

Carrier Sun 17 Mon 18 Tue 19 Wed 20 Thu 21 Fri 22 Sat 23
airline logo United Airlines 6 8 7 6 7 7 5
airline logo US Airways 5 7 6 6 7 7 4
airline logo American Airlines 7 8 8 8 8 8 6
airline logo JetBlue Airways 2 2 2 2 2 2 2
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