Find cheap airline tickets from Boston to Chicago by date

Departure: Return: Sorted by:

$259

outward: Jul 8, 2022
11:45a BOS » 4:52p ORD
United Airlines 1 stop (5h07m)

inbound: Jul 16, 2022
2:45a ORD » 5:11a BOS
American Airlines direct (2h26m)

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$299

outward: Jul 7, 2022
1:00p BOS » 4:00p ORD
American Airlines direct (3h)

inbound: Jul 14, 2022
2:31p ORD » 9:39p BOS
American Airlines 1 stop (7h08m)

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Return

Departure

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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: Jul 8, 2022
Spirit Airlines 1 stop

return: Jul 15, 2022
Spirit Airlines 1 stop

$306 Verify

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

Travel tips for flights Boston - Chicago

Average flight duration: 2h43m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Jun 25, 2022 2:49 AM, GMT-5
Weather:
min. 67ºF, max. 82ºF

Departure city:
Boston, USA
Airport(s):
Boston Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
Jun 25, 2022 3:49 AM, GMT-4
Weather:
min. 64ºF, max. 93ºF

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