Find cheap airline tickets from Boston to Chicago by date

Departure: Return: Sorted by:

$43

outward: Aug 21, 2020
1:00p BOS » 3:57p ORD
Spirit Airlines direct (2h57m)

inbound: Aug 25, 2020
1:40a ORD » 4:05a BOS
Spirit Airlines direct (2h25m)

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$69

outward: Sep 9, 2020
2:30p BOS » 5:20p ORD
JetBlue direct (2h50m)

inbound: Sep 24, 2020
1:30a ORD » 3:45a BOS
JetBlue direct (2h15m)

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Return

Departure

Choose when you'd like to depart to Chicago (USA):

Find the cheapest Boston Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Boston - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Boston to Chicago

Departure: Airline

Spirit Airlines

outbound: Aug 21, 2020
Spirit Airlines direct

return: Aug 24, 2020
Spirit Airlines direct

$44 Verify

American Airlines

outbound: Sep 9, 2020
American Airlines direct

return: Sep 23, 2020
American Airlines direct

$73 Verify

Alaska Airlines

outbound: Sep 9, 2020
Alaska Airlines 1 stop

return: Sep 23, 2020
Alaska Airlines 1 stop

$459 Verify

Airline tickets Boston - Chicago found in the last 30 days.

Travel tips for flights Boston - Chicago

Average flight duration: 2h41m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Aug 13, 2020 11:36 PM, GMT-5
Weather:
min. 74ºF, max. 83ºF

Departure city:
Boston, USA
Airport(s):
Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
Aug 14, 2020 12:36 AM, GMT-4
Weather:
min. 63ºF, max. 73ºF

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