Cheap flights from Boston to Chicago from Can$141

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Cheap Boston - Chicago flight offers

Find cheap flight tickets and last-minute flight deals from Boston to Chicago

DELTA
Wed, 06-17 (BOS) Boston -> (CHI) Chicago
Direct

Price found 3 days ago
from Can$141

Info about flights from Boston to Chicago

Some useful info about flights from Boston to Chicago to help you plan your next trip

Best price last 15 days Can$141
Average flight duration 2h 38m
Cheapest month May
Average number of flights per week 30
First flight time 00:31
Last flight time 23:08
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Top airlines on the route Boston - Chicago

Airlines providing flights to Chicago from Boston

How much is a flight from Boston to Chicago?

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

Can$141 is the lowest fare found in the past 15 days.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Boston - Chicago route.

Exploring all airports near Boston and Chicago

Checking all the airports available in the area can give you more departure and arrival options for your trip.

  • Airports in Boston: Boston - Logan is currently the only one operating.
  • Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Flights from Boston - Logan to Chicago

Find the best flight from Boston to Chicago

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Boston – Chicago flights.

Frequently Asked Questions

Frequently asked questions about flights from Boston to Chicago.

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

The lowest price recorded in the last 15 days for a flight from Boston to Chicago is Can$141.

How far is Boston from Chicago?

Boston is about 1375 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: Las Vegas, 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 1 week in advance.

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

The cheapest month to fly from Boston to Chicago is May.

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

The most expensive month to fly from Boston to Chicago is April.

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

For flights from Boston to Chicago Tuesday is on average the cheapest day to fly, while Tuesday is the most expensive day to fly.