Cheap flights from Boston to Chicago O'Hare

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Flight prices from Boston to Chicago O'Hare

There’s no fixed price — fares between Boston and Chicago can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Which airports near Boston or Chicago offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

  • Airports in Boston: Only Boston - Logan is currently operating.
  • Airports in Chicago: 3 options available in Chicago - Midway, O'Hare, Rockford.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Flights from Boston - Logan to Chicago - O'Hare

Adjust your flight filters for Boston – Chicago O'Hare

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Other popular destinations

Planning a trip to United States? These cities are popular too: Atlanta, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.
Frequently Asked Questions

Frequently asked questions about flights from Boston to Chicago O'Hare.

How much does an airline ticket from Boston to Chicago O'Hare cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Boston to Chicago O'Hare.

How far is Boston from Chicago?

Boston is about 1391 km from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in Boston?

Boston has one airport: Boston - Logan.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Boston to Chicago?

The best time to book a flight from Boston to Chicago is 1 month in advance, while the worst time is 8 weeks in advance.

What is the cheapest month to fly from Boston to Chicago?

This information is not available at the moment.

What is the most expensive month to fly from Boston to Chicago?

This information is not available at the moment.

What is the best day of the week to fly from Boston to Chicago?

This information is not available at the moment.