Cheap flights from Bostón to Chicago, Estados Unidos (BOS - MDW)

As a rule, buying flight tickets from Bostón to Chicago expends a lot. Using our service of searching for cheap flight tickets, you will be able to save a significant sum of money! We will help tip to buy flight tickets from Bostón to Chicago at the most favorable prices.

Out service helps you to find tickets from Bostón to Chicago in the most reliable travel agencies and booking systems, including all the airline companies. We don't sell tickets and don't do any surcharges, we just find the best offers - you choose yourself where you want to buy flight tickets Bostón - Chicago at the best price!

We also recommend you to look through the prices for return tickets from Chicago to Bostón.

Flights price per day for Junio 2025

Bostón - Chicago
49
Bostón - Chicago
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Airfares found by our users in the past 24 hours

The cheapest flight from Bostón to Chicago is 98 on Southwest Airlines, departing on 23.08.2025 and returning on 26.08.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Southwest Airlines23.08.202526.08.2025from 98

Average round-trip airfares from Bostón to Chicago by months

MesRound-Trip
Mayo 202531.05 - 03.06from 536
Junio 2025find now
Julio 202514.07 - 15.07from 116
Agosto 202523.08 - 26.08from 98
Septiembre 2025find now
Octubre 2025find now
Noviembre 2025find now
Diciembre 2025find now
Enero 2026find now
Febrero 2026find now
Marzo 2026find now
Abril 2026find now

The price which were found by our clients for the latest several days. Given ticket prices could change. It's connected with the presence of flight tickets while booking.

Airlines are flying from Bostón to Chicago

Southwest Airlines

Airports

Airports in Bostón: Logan International (BOS).

Other airports in Chicago: Merrill C Meigs (CGX), Burqin (CHI), Melville Hall (DPA), Pevek (PWK).

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