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Find cheap airline tickets from Boston to Chicago by date

Departure: Return: Sorted by:

$114

outward: May 23, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: May 26, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

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$129

outward: May 24, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: May 26, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

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$140

outward: Oct 9, 2018
11:45a BOS » 2:25p MDW
Southwest Airlines direct (2h40m)

inbound: Oct 17, 2018
3:20a MDW » 5:35a BOS
Southwest Airlines direct (2h15m)

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$142

outward: Sep 21, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Sep 24, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$142

outward: Sep 21, 2018
11:00a BOS » 1:50p ORD
American Airlines direct (2h50m)

inbound: Sep 25, 2018
4:45a ORD » 7:04a BOS
American Airlines direct (2h19m)

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$144

outward: May 24, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: May 27, 2018
2:50p ORD » 5:05p BOS
United Airlines direct (2h15m)

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$151

outward: May 23, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: May 27, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

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$162

outward: Oct 8, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 15, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 8, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 16, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 8, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 17, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 9, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 15, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 9, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 17, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 10, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 15, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 10, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 16, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$162

outward: Oct 10, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 17, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$165

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 4, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

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$165

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 4, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$165

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 5, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$165

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 5, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$175

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 6, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$175

outward: Jul 2, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 6, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

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$181

outward: Oct 7, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 13, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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$182

outward: Jul 28, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Aug 4, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$183

outward: Jul 1, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 5, 2018
1:00p ORD » 3:16p BOS
JetBlue direct (2h16m)

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$185

outward: Jul 2, 2018
2:35a BOS » 5:25a ORD
JetBlue direct (2h50m)

inbound: Jul 5, 2018
1:00p ORD » 3:16p BOS
JetBlue direct (2h16m)

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$186

outward: Jul 26, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Aug 4, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$186

outward: Jul 28, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Aug 6, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$190

outward: Jul 4, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 9, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$190

outward: Jul 5, 2018
6:45p BOS » 9:31p ORD
Spirit Airlines direct (2h46m)

inbound: Jul 9, 2018
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)

Verify

$191

outward: Oct 7, 2018
6:45p BOS » 9:36p ORD
Spirit Airlines direct (2h51m)

inbound: Oct 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)

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Return

Departure

	23 May May Wednesday $retDate.dayShortName	24 May May Thursday $retDate.dayShortName	25 May May Friday $retDate.dayShortName	26 May May Saturday $retDate.dayShortName	27 May May Sunday $retDate.dayShortName	28 May May Monday $retDate.dayShortName	29 May May Tuesday $retDate.dayShortName
20 May May Sunday $outDate.dayShortName
21 May May Monday $outDate.dayShortName
22 May May Tuesday $outDate.dayShortName	$332
23 May May Wednesday $outDate.dayShortName				$114	$150	$261
24 May May Thursday $outDate.dayShortName				$128	$143	$276
25 May May Friday $outDate.dayShortName				$218	$255	$265
26 May May Saturday $outDate.dayShortName					$196	$332

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: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from Boston to Chicago

Departure: Airline

Spirit Airlines

outbound: May 23, 2018
Spirit Airlines direct

return: May 26, 2018
Spirit Airlines direct

$114 Verify

Southwest Airlines

outbound: Oct 9, 2018
Southwest Airlines direct

return: Oct 16, 2018
Southwest Airlines direct

$140 Verify

JetBlue

outbound: Oct 9, 2018
JetBlue direct

return: Oct 16, 2018
Delta Air Lines 1 stop

$215 Verify

American Airlines

outbound: Oct 9, 2018
American Airlines direct

return: Oct 16, 2018
American Airlines direct

$143 Verify

Delta Air Lines

outbound: May 24, 2018
Delta Air Lines 1 stop

return: May 27, 2018
United Airlines direct

$159 Verify

United Airlines

outbound: May 24, 2018
United Airlines direct

return: May 27, 2018
United Airlines direct

$168 Verify

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

Travel tips for flights Boston - Chicago

Average flight duration: 2h32m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
May 20, 2018 10:20 PM, GMT-5
Weather:
min. 52ºF, max. 58ºF

Departure city:
Boston, USA
Airport(s):
Logan International Airport (BOS)
Manchester–Boston Regional Airport (MHT)
Local time:
May 20, 2018 11:20 PM, GMT-4