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Chicago — Price Calendar

Round trip prices from NYC. Click any date to book on Google Flights.

Day trip2 days3 days1 week2 weeks
Cheapest: $177 Most expensive: $435 73 dates
Cheap
Expensive
May 30
Sat
$391
May 31
Sun
$435
Jun 1
Mon
$435
Jun 2
Tue
$391
Jun 3
Wed
$277
Jun 4
Thu
$333
Jun 5
Fri
$301
Jun 6
Sat
$267
Jun 7
Sun
$282
Jun 8
Mon
$357
Jun 9
Tue
$277
Jun 10
Wed
$192
Jun 11
Thu
$247
Jun 12
Fri
$239
Jun 13
Sat
$192
Jun 14
Sun
$202
Jun 15
Mon
$273
Jun 16
Tue
$192
Jun 17
Wed
$177
Jun 18
Thu
$272
Jun 19
Fri
$192
Jun 20
Sat
$177
Jun 21
Sun
$232
Jun 22
Mon
$177
Jun 23
Tue
$177
Jun 24
Wed
$177
Jun 25
Thu
$212
Jun 26
Fri
$263
Jun 27
Sat
$187
Jun 28
Sun
$297
Jun 29
Mon
$217
Jun 30
Tue
$177
Jul 1
Wed
$177
Jul 2
Thu
$208
Jul 3
Fri
$187
Jul 4
Sat
$177
Jul 5
Sun
$207
Jul 6
Mon
$177
Jul 7
Tue
$177
Jul 8
Wed
$177
Jul 9
Thu
$177
Jul 10
Fri
$187
Jul 11
Sat
$177
Jul 12
Sun
$240
Jul 13
Mon
$248
Jul 14
Tue
$177
Jul 15
Wed
$177
Jul 16
Thu
$197
Jul 17
Fri
$187
Jul 18
Sat
$177
Jul 19
Sun
$212
Jul 20
Mon
$187
Jul 21
Tue
$177
Jul 22
Wed
$177
Jul 23
Thu
$182
Jul 24
Fri
$187
Jul 25
Sat
$177
Jul 26
Sun
$277
Jul 27
Mon
$228
Jul 28
Tue
$177
Jul 29
Wed
$207
Jul 30
Thu
$261
Jul 31
Fri
$212
Aug 1
Sat
$177
Aug 2
Sun
$187
Aug 3
Mon
$187
Aug 4
Tue
$177
Aug 5
Wed
$177
Aug 6
Thu
$177
Aug 7
Fri
$187
Aug 8
Sat
$177
Aug 9
Sun
$212
Aug 10
Mon
$177