Flights from Boston to Chicago

Find direct and indirect flights from Boston to Chicago (United States) with eDreams. Once you have your results, sort them by schedule or price and book the option that best suits your plans.

The lowest fare booked on this route in recent days was €89, though the price you see will depend on your travel dates and departure times.

A direct flight from Boston to Chicago takes around 5 h and 28 m, while indirect flights will take longer.

Knowing where you set off from and where you arrive helps you organise your journey better. Consider the available airports and compare the different airlines operating on this route.

• Departure airport: Logan International Airport (BOS)
• Arrival airport: O'hare International Airport (ORD)

The best time to visit may depend on your preferred climate. In Chicago, the average temperature floats around 28ºC in the warmest months and -7ºC in the coldest ones. Keep this in mind when packing and planning any outdoor activities.

• Highs: up to 29ºC
• Lows: down to -9ºC
• Hottest month: July
• Coldest month: January
• Driest month: January
• Wettest month: August

A few tips for finding cheaper flights from Boston to Chicago:

• Flexible dates: compare fares for two or three different departure days. Leaving a day earlier or later can make a noticeable difference to the price.
• Baggage allowance: check what each fare includes before you book, so you aren't caught out by extra charges at the airport.
• Airports on your route: confirm which airports you depart from and land at, especially if the city has more than one. This will help you plan your transfer and work out the total cost of getting around.

Looking for a bigger saving? Book a Flight + Hotel package to combine both in one booking and unlock exclusive discounts on your stay in Chicago. You can also save on a hire car by including it with your booking.