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Find cheap airline tickets from Chicago to Boston by date

Departure: Return: Sorted by:

$160

outward: Nov 15, 2019
6:28p ORD » 8:47p BOS
JetBlue direct (2h19m)

inbound: Nov 18, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)

$180

outward: Dec 6, 2019
12:25p ORD » 2:41p BOS
JetBlue direct (2h16m)

inbound: Dec 8, 2019
9:01p BOS » 12:02a ORD
JetBlue direct (3h01m)

$181

outward: Dec 7, 2019
4:38a ORD » 6:58a BOS
JetBlue direct (2h20m)

inbound: Dec 8, 2019
9:01p BOS » 12:02a ORD
JetBlue direct (3h01m)

$187

outward: Dec 6, 2019
1:00p ORD » 3:15p BOS
American Airlines direct (2h15m)

inbound: Dec 8, 2019
2:33p BOS » 5:25p ORD
United Airlines direct (2h52m)

$187

outward: Dec 6, 2019
1:00p ORD » 3:15p BOS
American Airlines direct (2h15m)

inbound: Dec 8, 2019
2:33p BOS » 5:25p ORD
United Airlines direct (2h52m)

$188

outward: Dec 6, 2019
1:00p ORD » 3:15p BOS
United Airlines direct (2h15m)

inbound: Dec 8, 2019
2:33p BOS » 5:25p ORD
United Airlines direct (2h52m)

$188

outward: Dec 6, 2019
1:00p ORD » 3:15p BOS
United Airlines direct (2h15m)

inbound: Dec 8, 2019
2:33p BOS » 5:25p ORD
United Airlines direct (2h52m)

$199

outward: Dec 6, 2019
3:49p ORD » 9:33p BOS
American Airlines 1 stop (5h44m)

inbound: Dec 8, 2019
7:30p BOS » 10:27p ORD
American Airlines direct (2h57m)

$200

outward: Dec 7, 2019
3:40a ORD » 2:57a BOS
Spirit Airlines 1 stop (23h17m)

inbound: Dec 8, 2019
1:30p BOS » 1:55p ORD
Spirit Airlines 1 stop (24h25m)

$214

outward: Nov 26, 2019
12:01p ORD » 2:17p BOS
JetBlue direct (2h16m)

inbound: Dec 29, 2019
12:30p BOS » 3:30p ORD
JetBlue direct (3h)

$236

outward: Nov 26, 2019
4:38a ORD » 6:58a BOS
JetBlue direct (2h20m)

inbound: Dec 3, 2019
4:51a BOS » 7:35a ORD
JetBlue direct (2h44m)

Return

Departure

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

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

Airlines operating flights from Chicago to Boston

Departure: Airline

JetBlue

outbound: Jan 24, 2020
JetBlue direct

return: Jan 26, 2020
JetBlue direct

Spirit Airlines

outbound: Nov 25, 2019
Spirit Airlines 1 stop

return: Dec 2, 2019
Alaska Airlines 1 stop

United Airlines

outbound: Nov 26, 2019
United Airlines direct

return: Dec 29, 2019
United Airlines direct

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

Travel tips for flights Chicago - Boston

Average flight duration: 2h31m (direct flight)

Arrival city:
Boston, USA
Airport(s):
Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
Nov 13, 2019 12:02 AM, GMT-5
Weather:
min. 20ºF, max. 34ºF

Departure city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Nov 12, 2019 11:02 PM, GMT-6
Weather:
min. 21ºF, max. 28ºF

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