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Find cheap airline tickets from Boston to Chicago by date

Departure: Return: Sorted by:

$181

outward: Dec 31, 2019
12:46p BOS » 3:47p ORD
JetBlue direct (3h01m)

inbound: Jan 6, 2020
4:38a ORD » 6:50a BOS
JetBlue direct (2h12m)

$187

outward: Feb 13, 2020
11:00a BOS » 1:41p ORD
American Airlines direct (2h41m)

inbound: Feb 18, 2020
1:00p ORD » 3:12p BOS
United Airlines direct (2h12m)

$187

outward: Feb 13, 2020
11:00a BOS » 1:41p ORD
American Airlines direct (2h41m)

inbound: Feb 18, 2020
1:00p ORD » 3:12p BOS
United Airlines direct (2h12m)

$199

outward: Feb 13, 2020
12:00p BOS » 2:41p ORD
American Airlines direct (2h41m)

inbound: Feb 18, 2020
7:35p ORD » 12:31a BOS
American Airlines 1 stop (4h56m)

$204

outward: Feb 13, 2020
1:00p BOS » 4:05p ORD
JetBlue direct (3h05m)

inbound: Feb 19, 2020
12:40a ORD » 3:02a BOS
JetBlue direct (2h22m)

$221

outward: Dec 24, 2019
2:03a BOS » 4:57a ORD
United Airlines direct (2h54m)

inbound: Jan 3, 2020
4:38a ORD » 6:50a BOS
JetBlue direct (2h12m)

$228

outward: Apr 13, 2020
11:20a BOS » 2:05p MDW
Southwest Airlines direct (2h45m)

inbound: Apr 16, 2020
1:00p ORD » 3:16p BOS
American Airlines direct (2h16m)

$228

outward: Apr 13, 2020
11:20a BOS » 2:05p MDW
Southwest Airlines direct (2h45m)

inbound: Apr 16, 2020
1:00p ORD » 3:16p BOS
American Airlines direct (2h16m)

$292

outward: Apr 16, 2020
7:00p BOS » 9:44p ORD
United Airlines direct (2h44m)

inbound: Apr 21, 2020
12:57a ORD » 3:11a BOS
United Airlines direct (2h14m)

$292

outward: Apr 16, 2020
7:00p BOS » 9:44p ORD
United Airlines direct (2h44m)

inbound: Apr 21, 2020
12:57a ORD » 3:11a BOS
United Airlines direct (2h14m)

$473

outward: Jan 15, 2020
12:10p BOS » 3:23p ORD
Delta Air Lines direct (3h13m)

inbound: Jan 19, 2020
12:20p ORD » 4:33p BOS
Delta Air Lines 1 stop (4h13m)

$489

outward: May 20, 2020
2:55p BOS » 5:52p ORD
Delta Air Lines direct (2h57m)

inbound: May 27, 2020
1:00p ORD » 3:22p BOS
Delta Air Lines direct (2h22m)

$798

outward: Apr 19, 2020
7:00p BOS » 3:05a ORD
Delta Air Lines 1 stop (8h05m)

inbound: Apr 26, 2020
3:44p ORD » 6:08p BOS
Delta Air Lines direct (2h24m)

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: Dec 23, 2019
Spirit Airlines 1 stop

return: Jan 2, 2020
JetBlue direct

JetBlue

outbound: Dec 23, 2019
JetBlue direct

return: Jan 2, 2020
JetBlue direct

United Airlines

outbound: Dec 23, 2019
United Airlines direct

return: Jan 2, 2020
JetBlue direct

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

Travel tips for flights Boston - Chicago

Average flight duration: 2h35m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Dec 5, 2019 11:17 AM, GMT-6
Weather:
min. 28ºF, max. 39ºF

Departure city:
Boston, USA
Airport(s):
Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
Dec 5, 2019 12:17 PM, GMT-5
Weather:
min. 28ºF, max. 37ºF

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