Cheap Flights from Boston Logan International to Chicago
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Flight deals from Boston Logan International to Chicago
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Find the cheapest month to fly from Boston Logan International to Chicago
We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Boston Logan International to Chicago flights are currently cheapest in June.Direct flights from Boston Logan International to Chicago
Alternative Boston Logan International to Chicago routes
Looking for the cheapest, fastest or easiest route from Boston Logan International to Chicago? You could fly into the following airports instead.Boston to Chicago: Flight information
The things to know before you go.Cheapest flight found | £49 |
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Cheapest month to fly | June |
Average flight time | 2 hrs, 48 mins |
Most popular airline | American Airlines |
Average flights per week | 666 |
Finding cheap flights from Boston Logan International to Chicago: Frequently asked questions
This information is correct as of August 2016
Airlines that fly from Boston to Chicago
American Airlines, JetBlue Airways, Spirit Airlines, United Airlines and United Express all fly from Boston Logan Airport to Chicago O'Hare. This is the airport's busiest domestic route so we recommend booking your tickets as far in advance as possible.
Southwest Airlines also fly from Boston Logan to a smaller airport, Chicago Midway.
Terminal Information – Departing
This is only a guideline. Always check your boarding pass for up-to-date terminal information.
Boston Logan International Airport has four terminals. Check your boarding card or flight booking information to find out which one your flight to Chicago departs from. Free Wi-Fi (from Boingo) is available throughout the airport. There are plenty of places to grab a bite to eat, serving international cuisine as well as traditional American snacks. Terminals A, B and C all have Kidport playgrounds so that little ones can run off some energy before boarding their flight. The airport is also involved in a community art programme, so look out for exciting works by local artists.
Terminal Information – Arriving
Some hotels in Chicago offer free shuttle transportation from the airport. We recommend checking this out while booking. If your hotel doesn't offer a shuttle, don't worry. It's easy to get into the city centre from both airports.
At Chicago Midway: Expect to pay about $30* for a taxi to the city centre. Alternatively you can take the CTA train for $2.25*. Car hire at Chicago Midway Airport is also available.
At Chicago O'Hare: taxis to the city centre cost about $40*. The CTA train also runs from this airport to the city, and costs $2.25*. If you're planning to drive, remember to compare car hire from Chicago O'Hare Airport.
Practical Information
British citizens visiting the USA will need to show their passports before boarding. American citizens can use their driving licenses. Try to arrive at Boston Airport at least 90 minutes before boarding your flight.
What to expect in Chicago
Chicago is one hour behind Boston. Winters in Chicago are a lot colder, with an average temperature of -6°C in January. This is colder than the average low of -5°C in Boston. Average lows in Chicago sit around -11°C with highs of -1°C, so you'll definitely want to pack your thermals. Summer in Chicago is warm and pleasant, with average temperatures of 21-23°C from June to August. Highs of 27-29°C are quite common during these months. Prices in both cities are quite similar, and you probably won't notice any difference on day-to-day activities.
Looking for travel inspiration? Check out these 10 great things to do in Chicago.
*Prices subject to change
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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.