Can I combine different airlines on the same trip?

Of course. We offer you the possibility of booking with more than 400 airlines so that you can find the cheapest fare or the most convenient combination: outbound flight with one airline and return flight with another.

Is lastminute.com a trustworthy travel brand?

In 1998, lastminute.com was one of the first online travel agencies. Currently, we are selling over 380,000 flights per year – and working hard on bringing travellers wherever they want to go.

What options are there if I have to change my flight?

lastminute.com offers flexibility services for purchase at the time of your booking. These services entitle you to change or cancel your flights without handling fee.**Flexibility services are available on selected flights only. Please read our T&Cs for more information.

I am afraid to lose my luggage, every time I fly. What can I do?

lastminute.com offers a range of baggage protection services, so that you are covered in case your luggage is delayed or lost.****Baggage protection services are available on selected flights only. Please read our T&Cs for more information.

How long does a flight take between Boston and Chicago?

The flight from Boston to Chicago has a duration of 3h 16m.

What are the cheapest flights from Boston to Chicago?

The cheapest one-way flight costs £88 flying with JetBlue Airways and the cheapest return flight costs £190 with JetBlue Airways.

How many airports are there in the city of Boston?

Boston has 1 airport: Logan Airport.

How many airports does Chicago have?

There are 3 airports in Chicago: CHI - All airports, Chicago O'Hare International Airport, Midway International Airport

Which Chicago airport is the most central?

The most central airport is Midway International Airport, 13.6km.

Which airlines have flights from Boston to Chicago?

There are 4 airlines with flights from Boston to Chicago; Those that offer lower prices are JetBlue Airways (£135).

Schedules of the first and last flight from Boston to Chicago

The first flight from Boston to Chicago is at 10:06 and the last flight departs at 10:06.

Cheap flights from Boston to Chicago

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Flights to Chicago from Boston

Cheap flights from Boston to Chicago from £88. Boston (United States) - Chicago (United States) return flights from £190. From 12/08/2026 (Wednesday) - 15/08/2026 (Saturday). Check for the dates with the lowest prices and find the cheapest rates.

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Cheap flights from Boston to Chicago

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