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

As a rule, buying flight tickets from Chicago to Bostón 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 Chicago to Bostón at the most favorable prices.

Out service helps you to find tickets from Chicago to Bostón 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 Chicago - Bostón at the best price!

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

Airfares found by our users in the past 24 hours

The cheapest flight from Chicago to Bostón is 255€ on Southwest Airlines, departing on 26.05.2025 and returning on 29.05.2025.
The price for these dates could change. Use search to get the best price.
AirlineDeparture dateReturn datePrice
Southwest Airlines26.05.202529.05.2025from 255€

Average round-trip airfares from Chicago to Bostón by months

MesRound-Trip
Marzo 2025find now
Abril 2025find now
Mayo 202526.05 - 29.05from 255€
Junio 2025find now
Julio 2025find now
Agosto 2025find now
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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 Chicago to Bostón

Southwest Airlines

Airports

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

Airports in Bostón: Logan International (BOS).

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