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Departure: Return: Sorted by:

$120

outward: Oct 25, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)

inbound: Oct 28, 2019
8:20p ORD » 10:48p BOS
Spirit Airlines direct (2h28m)

$127

outward: Oct 25, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)

inbound: Oct 28, 2019
8:20p ORD » 10:48p BOS
Spirit Airlines direct (2h28m)

$131

outward: Oct 25, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)

inbound: Oct 28, 2019
8:20p ORD » 10:48p BOS
Spirit Airlines direct (2h28m)

$137

outward: Oct 25, 2019
11:20a BOS » 2:00p ORD
United Airlines direct (2h40m)

inbound: Oct 29, 2019
3:30a ORD » 5:43a BOS
United Airlines direct (2h13m)

$161

outward: Nov 8, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)

inbound: Nov 11, 2019
9:20p ORD » 11:48p BOS
Spirit Airlines direct (2h28m)

$163

outward: Oct 25, 2019
11:20a BOS » 2:00p ORD
United Airlines direct (2h40m)

inbound: Oct 29, 2019
3:30a ORD » 5:43a BOS
United Airlines direct (2h13m)

$213

outward: Feb 13, 2020
2:31p BOS » 5:13p ORD
United Airlines direct (2h42m)

inbound: Feb 19, 2020
4:05a ORD » 6:19a BOS
United Airlines direct (2h14m)

$214

outward: Feb 13, 2020
4:20p BOS » 7:04p ORD
United Airlines direct (2h44m)

inbound: Feb 18, 2020
1:00p ORD » 3:10p BOS
United Airlines direct (2h10m)

$295

outward: Nov 29, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

inbound: Nov 30, 2019
12:01p ORD » 2:17p BOS
JetBlue direct (2h16m)

$296

outward: Nov 29, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

inbound: Nov 30, 2019
12:01p ORD » 2:17p BOS
JetBlue direct (2h16m)

$296

outward: Nov 29, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

inbound: Nov 30, 2019
12:01p ORD » 2:17p BOS
JetBlue direct (2h16m)

$296

outward: Nov 29, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

inbound: Nov 30, 2019
12:01p ORD » 2:17p BOS
JetBlue direct (2h16m)

$310

outward: Nov 29, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

inbound: Dec 2, 2019
3:45a ORD » 1:29p BOS
Spirit Airlines 1 stop (9h44m)

$357

outward: Nov 29, 2019
4:29a BOS » 2:17p ORD
Spirit Airlines 1 stop (9h48m)

inbound: Nov 30, 2019
10:56p ORD » 11:48a BOS
Spirit Airlines 1 stop (12h52m)

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: Oct 30, 2019
Spirit Airlines direct

return: Nov 3, 2019
Spirit Airlines direct

JetBlue

outbound: Nov 28, 2019
JetBlue direct

return: Nov 30, 2019
JetBlue direct

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

Travel tips for flights Boston - Chicago

Average flight duration: 2h34m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Oct 15, 2019 1:32 AM, GMT-5
Weather:
min. 48ºF, max. 54ºF

Departure city:
Boston, USA
Airport(s):
Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
Oct 15, 2019 2:32 AM, GMT-4
Weather:
min. 49ºF, max. 62ºF

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