Find out what a flight from Chicago to Boston might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Boston.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

What are the airport options between Chicago and Boston?

If both departure and destination cities offer multiple airports, comparing them can help you save time and money.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Boston: Boston has one airport operating, Boston - Logan.

Some airports have different terminals for low-cost and traditional airlines — knowing in advance can save time. You can filter results to see only the airports that suit you.

Plan your perfect flight from Chicago to Boston

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to United States? Other frequent searches include: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.