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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: $259 Most expensive: $497 49 dates Usually: $135–$360
Cheap
Expensive
Oct 31
Sat
$493
Nov 1
Sun
$497
Nov 2
Mon
$497
Nov 4
Wed
$497
Nov 5
Thu
$493
Nov 6
Fri
$497
Nov 7
Sat
$493
Nov 9
Mon
$422
Nov 10
Tue
$422
Nov 11
Wed
$347
Nov 12
Thu
$347
Nov 13
Fri
$347
Nov 14
Sat
$347
Nov 15
Sun
$347
Nov 17
Tue
$303
Nov 18
Wed
$279
Nov 20
Fri
$313
Nov 21
Sat
$259
Nov 22
Sun
$293
Nov 23
Mon
$259
Nov 24
Tue
$259
Nov 25
Wed
$279
Nov 27
Fri
$478
Dec 3
Thu
$259
Dec 4
Fri
$313
Dec 7
Mon
$259
Dec 8
Tue
$259
Dec 9
Wed
$279
Dec 10
Thu
$259
Dec 11
Fri
$313
Dec 12
Sat
$259
Dec 13
Sun
$293
Dec 14
Mon
$259
Dec 15
Tue
$259
Dec 16
Wed
$288
Dec 19
Sat
$317
Dec 21
Mon
$317
Dec 22
Tue
$342
Dec 26
Sat
$347
Dec 27
Sun
$354
Dec 28
Mon
$317
Dec 31
Thu
$322
Jan 4
Mon
$307
Jan 5
Tue
$297
Jan 7
Thu
$297
Jan 8
Fri
$322
Jan 9
Sat
$297
Jan 10
Sun
$312
Jan 11
Mon
$297