Cheap flights from Boston Logan International to Chicago Rockford

Flight information Boston Logan International to Chicago Rockford

Cheapest roundtrip price last month


Non-stop airlines


Chicago Rockford

1 airport

Compare flights from Boston to Chicago and find cheap tickets with Skyscanner

Skyscanner is a fast and free travel search engine that finds you the best deals on your flights.

Our extensive network of local and global partners means we can compare flights from all major airlines and travel agents, finding you low cost flights to Chicago from Boston.

How to find the cheapest flights from Boston to Chicago

Skyscanner has many tools to ensure you’re getting the best price for your flight booking.

  • How far ahead do I have to book to get the cheapest flights to Chicago? Find the best time to book plane tickets from Boston to Chicago by checking out our best time to book tool.
  • If you’re flexible and want to discover new destinations, use the Skyscanner flight comparison map, which gives you an overview of the available flight prices to anywhere in the world on an interactive map.
  • Find the cheapest day to travel with Skyscanner’s 'whole month' search tool. If you’re flexible on dates, this is a great way to find low cost flights.

Last minute Flights

  • Looking to save with last minute flights? Learn how to find last minute deals to get to Chicago on a budget. Skyscanner has great tips on how to get a last minute flight bargain.
  • Use our price alerts feature to monitor how flight prices from Boston to Chicago are changing over time. You’ll receive an email telling you whether the price has risen, dropped, or if there is no change, helping you to get cheap last minute flights.

Useful information to know before you book from Boston to Chicago

Whether you’re travelling for work or on vacation, we know how important it is to get the right information before you travel.

Check the travel panel above for exact information on:

  • Distance and Flight Time from Boston to Chicago.
  • Which airlines provide the cheapest tickets from Boston to Chicago.
  • Which airlines fly direct to Chicago from Boston.
  • The most popular airline flying on this route.

Track your flight status and manage your trip with Skyscanner

  • Use Skyscanner to track your flight status by checking arrival and departure times from Boston to Chicago.
  • If you install the Skyscanner App and use the Trip feature, you can get live flight updates and we’ll get you all the latest schedule information as you travel to Chicago.

Hotels and Car Rental in Chicago

You can also use Skyscanner to book a hotel and rent a car in Chicago.

Hotels combined with car rental and flight search tools helps you to find everything you need in one travel service, saving you money at every stage of your journey.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.