Fly Nonstop Chicago To/From NYC, Fort Lauderdale, Miami, Orlando, Or San Diego From $39 Each Way

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  • Limited seats are available on each date.
  • Always search one-way for 1 seat and then work your way up to the number of seats you need in order to book as many seats on sale as you can.
  • Search NYC to include JFK, LaGuardia, and Newark for best results.

AA/Delta/JetBlue/United: Chicago to NYC $39-$44 dates in bold, $54-$73 dates in plain font:
September 7, 8, 9, 11, 12, 13, 14, 15, 16, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30
October 2, 3, 4, 5, 7, 10, 11, 12, 14, 16, 17, 18, 19, 21, 23, 24, 25, 26, 27, 28, 29, 30, 31
November 1, 2, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 18, 20, 23, 24, 27, 28, 29, 30
December 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 18, 19, 20, 24, 25
January: 3 through 31
February: Entire month
March: 1, 2, 3, 5, 6, 7, 8, 13, 14, 20, 21, 27, 28
April 3, 4, 10, 11, 14, 16, 17, 18, 19, 21, 23, 24, 25, 26, 28, 30
May: 1, 2, 5, 8, 9, 12, 15, 16, 19, 22, 23, 26, 27, 29, 30, 31
June: 2, 5, 9, 12, 13, 16, 19, 23, 26, 27
July: 2, 3, 4, 5, 7, 10, 11, 12, 14, 17, 18, 19, 21, 24, 25

AA/Delta/JetBlue/United: NYC to Chicago $39-$44 dates in bold, $54-$73 dates in plain font:
September 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 17, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30
October 2, 3, 4, 9, 10, 11, 12, 13, 14, 16, 17, 18, 19, 21, 23, 24, 25, 26, 28, 29, 30, 31
November 1, 2, 4, 6, 7, 8, 9, 11, 13, 14, 15, 16, 18, 20, 23, 27, 28, 29, 30
December 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 25, 28
January: 3 through 31
February: Entire month except 16 through 19
March: 1, 2, 3, 5, 6, 7, 8, 13, 14, 20, 21, 27, 28
April: 3, 4, 9, 10, 11, 12, 13, 14, 16, 17, 18, 19, 20, 21, 23, 24, 25, 26, 27, 28, 30
May: 1, 2, 3, 5, 6, 7, 8, 9, 12, 13, 14, 15, 16, 19, 20, 21, 22, 23, 27, 29, 30
June: 2, 4, 5, 6, 12, 13, 19, 20, 26, 27
July: 1, 2, 3, 4, 24, 25


United: Chicago to San Diego $49 dates:
September 9, 12, 13, 16, 19, 20, 23, 26, 27

United: San Diego Chicago $49 dates:
September 7, 11, 12, 13, 14, 16, 18, 19, 20, 23, 25, 26, 27, 28, 30
October 3, 4, 10


AA/JetBlue/United: Chicago to Fort Lauderdale $45-$54 dates:
September 11, 12, 13, 20, 26, 27, 28, 30
October 3, 10, 11, 31
November 7, 13
December 5, 6

AA/JetBlue/United: Fort Lauderdale to Chicago $45-$54 dates:
September 12, 13, 16, 19, 20, 21, 23, 25, 26, 27, 28, 30
October 3, 4, 5, 7, 10, 11, 12, 13, 14, 17, 18, 25, 28, 31
November 1, 2, 7, 8, 9, 10, 14, 15, 17
December 1, 2, 3, 4, 5, 6, 7, 8, 14, 15, 16, 18


AA/United: Chicago to Miami $49-$54 dates:
September 11, 12, 13, 16, 19, 20, 23, 26, 27, 30
October 3, 4, 10, 11, 14, 17, 24, 31
November 6, 7, 11, 13, 14, 28
December 2, 4, 5, 9, 11, 12

AA/United: Miami to Chicago $49-$54 dates:
September 11, 12, 13, 14, 16, 19, 20, 21, 23, 26, 27, 28, 29, 30
October 3, 4, 5, 7, 8, 10, 11, 12, 13, 14, 17, 18, 24, 25
November 1, 7, 8, 9, 15, 16, 29, 30
December 5, 6, 7, 9, 13


United: Chicago to Orlando $44 dates:
September 7, 11, 12, 13, 19, 20, 26, 27, 28
October 10

United: Orlando to Chicago $44 dates:
September 7, 9, 11, 12, 13, 16, 18, 19, 20, 21, 23, 25, 26, 27, 28
October 2, 3, 4, 10


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4 Comments On "Fly Nonstop Chicago To/From NYC, Fort Lauderdale, Miami, Orlando, Or San Diego From $39 Each Way"

All opinions expressed below are user generated and the opinions aren’t provided, reviewed or endorsed by any advertiser or DansDeals.

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avi

Nothing for the summer of next year? @dan when do you think the next time they will have dates in the summer to chicago?

abe

can u explain what this means “Always search one-way for 1 seat and then work your way up to the number of seats you need in order to book as many seats on sale as you can.”

does this mean if i need 5 RT tickets, i am doing 10 transactions (5 one way x 2)?

dave

worth to buy $88 tickets from CHI-NYC or use Chase UR points?

abie

none for mid-winter?!

wpDiscuz