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Flights from Boston to Chicago

Cheap flight deals from Boston to Chicago

Non stop flight deals! Book direct flights from Boston to Chicago: One way flights from KWD 13, round trip flights from KWD 25. Cheapest next 3 months.

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Boston to Chicago

The distance between Boston and Chicago is about 1,371.27 km. It takes around 3 hours 3 minutes on average to fly from Boston to Chicago. The most popular month to Chicago is March. The off-season for travel is April.

Cheapest one-way flight price KWD 13
Cheapest round-trip ticket price KWD 25
Off-season for travel April
Peak season for travel March
Flight distance 1,371.27 km
Average flight time 3 hours 3 minutes

When is the cheapest time to fly from Boston to Chicago?

The cheapest time for Boston to Chicago flights: Sep 21 to Sep 28 — one way flight prices from KWD 11.

Cheapest flights
From price
Search
  • 13 20
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
  • 17 24
  • 24 31

  • Sep

    31 7
  • 7 14
  • 14 21
  • 21 28

  • Oct

    28 5
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Boston (BOS) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Boston to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Boston (BOS) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around KWD 70.

  • How long does it take to fly from Boston (BOS) to Chicago (CHI) and what is the distance?

    It takes around 3 hours 3 minutes to fly from Boston (BOS) to Chicago (CHI).

  • What are the most popular airlines that fly from Boston (BOS) to Chicago (CHI)?

    Airlines with flights from Boston (BOS) to Chicago (CHI): Alaska Airlines, United Airlines, El Al, KLM Royal Dutch Airlines, American Airlines, Southwest Airlines, Icelandair and Korean Air.

How to find a cheap flight from Boston to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Boston to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

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