Cheap flights from Boston to Chicago
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Travel tip: Visit Chicago on your holidays!Check our current prices for flights from Boston to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Boston to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $168/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/08/2024, 11:24 am from Boston Logan (BOS) airport and arrives at Chicago Midway (MDW) at 10:25 pm. The flight time is 11 hours and 1 minutes. The Returning flight departes on 11/11/2024, 08:20 pm (other return dates are also available). Date posted: 04 Oct 2024
Price evolution for flights From Boston To Chicago
Recent Deals on Flights from Boston to Chicago:Roundtrip / Oneway
- $168
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (MDW) 11/08/2024 11:24 am Chicago, IL (MDW) Boston, MA (BOS) 11/11/2024 08:20 pm - $186
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 12/17/2024 05:30 am Chicago, IL (ORD) Boston, MA (BOS) 12/24/2024 08:59 pm - $200
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 11/08/2024 10:23 am Chicago, IL (ORD) Boston, MA (BOS) 11/11/2024 08:20 pm - $228 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 12/17/2024 05:30 am Chicago, IL (ORD) Boston, MA (BOS) 12/24/2024 10:00 am - $309 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (MDW) 11/08/2024 11:24 am Chicago, IL (MDW) Boston, MA (BOS) 11/11/2024 04:38 pm - $24 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 12/17/2024 05:30 am - $32 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 10/19/2024 11:35 am - $79 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (ORD) 10/19/2024 10:50 am - $339 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Boston, MA (BOS) Chicago, IL (MDW) 12/17/2024 06:00 am
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Know what to do when flying to Chicago?
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