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14

Sep
2019

Cheap Flights to New York from Chicago

Posted By : Mady/ 1228

Looking for Cheap Flights to New York from Chicago?

Flight Prices for a Month from Chicago to New York, One Way

Departure atStopsFind tickets
22 October 2025DirectOW tickets from 57
30 October 2025DirectOW tickets from 67
15 October 2025DirectOW tickets from 72
22 October 2025DirectOW tickets from 75
25 October 20251 StopOW tickets from 81
25 October 2025DirectOW tickets from 82
7 October 2025DirectOW tickets from 83
24 October 2025DirectOW tickets from 86
15 October 2025DirectOW tickets from 87
15 October 2025DirectOW tickets from 87
15 October 2025DirectOW tickets from 87
18 October 2025DirectOW tickets from 92
22 October 2025DirectOW tickets from 93
14 October 2025DirectOW tickets from 94
15 October 2025DirectOW tickets from 102
29 October 2025DirectOW tickets from 104
16 October 20251 StopOW tickets from 105
23 October 2025DirectOW tickets from 106
14 October 2025DirectOW tickets from 106
14 October 2025DirectOW tickets from 106
14 October 2025DirectOW tickets from 106
14 October 2025DirectOW tickets from 106
20 October 2025DirectOW tickets from 109
25 October 2025DirectOW tickets from 109
8 October 20251 StopOW tickets from 110
23 October 20251 StopOW tickets from 111
18 October 2025DirectOW tickets from 112
18 October 2025DirectOW tickets from 112
18 October 2025DirectOW tickets from 112
18 October 2025DirectOW tickets from 112

Flights from Chicago to New York for the Next Few Days

Departure atStopsFind tickets
22 October 2025DirectTickets from 57
30 October 2025DirectTickets from 67
15 October 2025DirectTickets from 72
22 October 2025DirectTickets from 75
25 October 20251 StopTickets from 81
25 October 2025DirectTickets from 82
7 October 2025DirectTickets from 83
24 October 2025DirectTickets from 86
15 October 2025DirectTickets from 87
15 October 2025DirectTickets from 87
15 October 2025DirectTickets from 87
18 October 2025DirectTickets from 92
22 October 2025DirectTickets from 93
14 October 2025DirectTickets from 94
15 October 2025DirectTickets from 102
29 October 2025DirectTickets from 104
16 October 20251 StopTickets from 105
23 October 2025DirectTickets from 106
14 October 2025DirectTickets from 106
14 October 2025DirectTickets from 106
14 October 2025DirectTickets from 106
14 October 2025DirectTickets from 106
20 October 2025DirectTickets from 109
25 October 2025DirectTickets from 109
8 October 20251 StopTickets from 110
23 October 20251 StopTickets from 111
18 October 2025DirectTickets from 112
18 October 2025DirectTickets from 112
18 October 2025DirectTickets from 112
18 October 2025DirectTickets from 112

The Cheapest Round-trip Tickets from Chicago to New York

Departure atReturn atStopsAirlineFind tickets
22 October 202523 October 2025DirectSpirit AirlinesTickets from 93

The Cheapest Flights for this Month from Chicago to New York

Departure atReturn atStopsAirlineFind tickets
6 October 20258 October 20251 StopFrontier AirlinesTickets from 251
7 October 20259 October 20251 StopFrontier AirlinesTickets from 228
9 October 202512 October 20251 StopFrontier AirlinesTickets from 246
10 October 202513 October 20251 StopFrontier AirlinesTickets from 187
11 October 202513 October 2025DirectUnited AirlinesTickets from 194
13 October 202515 October 20251 StopFrontier AirlinesTickets from 167
17 October 202519 October 20251 StopSouthwest AirlinesTickets from 162
18 October 202520 October 20251 StopFrontier AirlinesTickets from 131
20 October 202522 October 2025DirectFrontier AirlinesTickets from 109
22 October 202523 October 2025DirectSpirit AirlinesTickets from 93
1 November 20254 November 2025DirectFrontier AirlinesTickets from 110
23 November 20257 December 2025DirectSpirit AirlinesTickets from 167
1 December 20254 December 2025DirectFrontier AirlinesTickets from 171
9 December 202519 December 2025DirectSpirit AirlinesTickets from 255
2 January 20265 January 2026DirectSpirit AirlinesTickets from 196
4 January 20268 January 2026DirectUnited AirlinesTickets from 189
2 February 202623 February 2026DirectSpirit AirlinesTickets from 110
23 May 202623 May 2026DirectAmerican AirlinesTickets from 234

The Cheapest Flights from Chicago to New York for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
22 October 202523 October 2025DirectSpirit AirlinesTickets from 93
1 November 20254 November 2025DirectFrontier AirlinesTickets from 110
1 December 20254 December 2025DirectFrontier AirlinesTickets from 171
4 January 20268 January 2026DirectUnited AirlinesTickets from 189
2 February 202623 February 2026DirectSpirit AirlinesTickets from 110
23 May 202623 May 2026DirectAmerican AirlinesTickets from 234

Direct Flights from Chicago to New York

Departure atReturn atAirlineFind tickets
22 October 202523 October 2025Spirit AirlinesTickets from 93
1 November 20254 November 2025Frontier AirlinesTickets from 110
1 December 20254 December 2025Frontier AirlinesTickets from 171

 

Looking for Hotels in New York?

Hotels New York City: Hotels in the center

HotelStarsDiscountPrice before and discountSelect dates
Hotel Shocard, New York★★★-24%396 299 View Hotel
Millennium Hotel Broadway Times Square★★★★-23%339 261 View Hotel
Merrion Row Hotel and Public House★★★★-29%482 343 View Hotel
Doxie Hotel★★-6%274 257 View Hotel
Paramount Hotel Times Square★★★★-19%292 238 View Hotel
City Club Hotel★★★★-13%393 342 View Hotel
Hotel Edison Times Square★★★★-12%407 358 View Hotel
The Gallivant Times Square★★★★-18%277 227 View Hotel
The Pearl Hotel★★★★-19%448 363 View Hotel
Hyatt House New York/Chelsea★★★-5%465 439 View Hotel
Hotel Beacon★★★★-17%459 381 View Hotel

 

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