Find cheap airline tickets from Boston to Chicago by date

Departure: Return: Sorted by:

$68

outward: May 10, 2021
6:47p BOS » 9:37p ORD
Spirit Airlines direct (2h50m)

inbound: May 23, 2021
10:22p ORD » 12:45a BOS
Spirit Airlines direct (2h23m)

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$81

outward: Mar 16, 2021
11:00a BOS » 2:02p ORD
United Airlines direct (3h02m)

inbound: Mar 20, 2021
4:45p ORD » 7:02p BOS
United Airlines direct (2h17m)

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$82

outward: Mar 22, 2021
8:45p BOS » 11:43p ORD
American Airlines direct (2h58m)

inbound: Mar 28, 2021
1:00a ORD » 4:28a BOS
American Airlines direct (2h28m)

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Departure

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