Cheap flights from Chicago to Boston

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How much is a flight from Chicago to Boston?

Depending on when you travel and how far in advance you book, fares between Chicago and Boston can differ a lot.

Select your dates to check current offers.

Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.

Are there alternative airports near Chicago and Boston?

The two cities are about 1375 km apart. Looking beyond the main airport might reveal better options.

  • Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
  • Airports in Boston: Only Boston - Logan is active at the moment.

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Boston has more than one airport, you can pick the most convenient for your destination.

Flights from Chicago to Boston - Logan

Plan smarter: flights from Chicago to Boston

Find the flight that fits your plans with Jetcost. You can filter results by stops, agencies, budget, time of day, and airline — all in one search.

Other popular destinations

Travelers flying to United States also checked out: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Comparing offers from multiple agencies helps you find the best price for the same route. You can also spot exclusive deals from individual airlines right in the results list.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to Boston.

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

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

How far is Chicago from Boston?

Chicago is about 1375 km from Boston.

What are the airports in Boston?

Boston has one airport: Boston - Logan.

What are the airports in Chicago?

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

What are the most popular cities in United States?

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

When should I book a flight from Chicago to Boston?

This information is not available at the moment.

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

This information is not available at the moment.

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

This information is not available at the moment.

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

This information is not available at the moment.