Cheapest flights for Boston – Chicago (BOS – CHI)

Aviasales.ge will find you the cheapest airfare for Boston – Chicago by comparing the ticket prices to Chicago using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy your tickets for Boston – Chicago is up to you.

Boston – Chicago is most popular in January, November and December. During this period the average ticket price is 300.

In the off-season – in January, November and December ticket prices drop to an average of 300.

Direct flight for from Boston to Chicago

The easiest way to to get to your destination is a direct flight. Direct flights for from Boston to Chicago are offered by:

  • American Airlines (daily AA514)
  • JetBlue Airways (daily B6311)
  • Delta Air Lines (daily DL2570)
  • Spirit Airlines (6 days per week, flight NK174)
  • United Airlines (daily UA1134)
  • Southwest Airlines (daily WN787)

Chicago is served by 6 airports: Merrill C Meigs, Chicago Rockford International Airport, Chicago Executive Airport, Chicago Midway International Airport, O'Hare International Airport and DuPage Airport. Direct flights for Boston – Chicago are operated by:
  • American Airlines, JetBlue Airways, Delta Air Lines, Frontier Airlines, Spirit Airlines, Sun Country Airlines, United Airlines, Southwest Airlines from Logan International Airport to O'Hare International Airport
  • Frontier Airlines, Southwest Airlines from Logan International Airport to Chicago Midway International Airport
Flight with layover for the route from Boston to Chicago

The lowest prices for flights with layovers are offered by JetBlue Airways with a layover in New York. Tickets start at 452.

A flight with a layover on the route Boston – Chicago will allow you to make your trip more interesting. The layover could be in:

  • Baltimore (flight WN186 Southwest Airlines)
  • Nashville (flight WN100 Southwest Airlines)
  • Charlotte (flight AA1445 American Airlines)

This is a great chance to get to know these cities. Layovers are usually at least six hours.

Please keep in mind that depending on the number of days remaining until your departure, ticket prices for Boston – Chicago could change by more than 140%.

Aviasales.ge suggests buying tickets for Boston – Chicago in advance in order to choose the conditions for your flight that best suit your preferences and budget.

General information on flight Boston – Chicago (BOS – CHI)
2 ⁠hr 58 ⁠min
Average flight duration
1,365 km
Distance
1 ⁠hr
Current time difference
158
Number of flights per week
₾149
Lowest price
Average ticket price
05:10
Earliest flight out
21:50
Latest flight out

Ticket prices for Boston – Chicago by month *

Month One-way Round-trip
November 2024 16.11.2024
26.11 - 01.12.2024
December 2024 13.12.2024
06.12 - 08.12.2024
January 2025 01.01.2025
23.01 - 27.01.2025

* Prices found by users over the last 48 hours (they do not represent an offer).

Cheapest flight for from Boston to Chicago found by our users over the last 48 hours: ticket with JetBlue Airways with a departure on 21.11.2024 and a price of 452 GEL.
Fastest flight for from Boston to Chicago: ticket with JetBlue Airways with the nearest departure on 21.11.2024 and a flight duration of 5hrs. 0min..
Airports serving Boston – Chicago

Boston airports serving flights to Chicago:

  • Logan International Airport (BOS)

Chicago airports accepting flights from Boston:

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)