# Chicago (MDW) to New York (JFK), Dec 31, 2026: round trips from $405, one way from $238 Chicago (MDW) to New York (JFK), Dec 31, 2026: round trips from $405, one way from $238 on Axel, checked Nov 13, 2026. Lowest published fares: $405 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Dec 31, 2026 – Jan 4, 2027; $238 one way, Axel-exclusive, Delta Air Lines, 1 stop, Dec 31, 2026; 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply. **Prices by return date:** match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown. **Date links** open published trip details for exploration. **Price links** open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked | | --- | --- | --- | --- | ---: | --- | | [2026-12-31 · one way](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/one-way) | Delta Air Lines | DL4688 + DL5045 | 13:31:00→20:39:00 6h 08m 1 stop via DTW | [Axel-exclusive $238](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/trip/one-way/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-01](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-1) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $450](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-1-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-01.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-02](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-2) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $450](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-2-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-02.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-03](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-3) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $450](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-3-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-03.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-04](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-4) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-4-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-04.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-05](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-5) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-5-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-05.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-06](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-6) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-6-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-06.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-07](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-7) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-7-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-07.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-08](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-8) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-8-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-08.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-09](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-9) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-9-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-09.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-10](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-10) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-10-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-10.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-11](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-11) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-11-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-11.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-12](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-12) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-12-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-12.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-13](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-13) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-13-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-13.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | | [2026-12-31 → 2027-01-14](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31/jan-14) | Delta Air Lines | DL4688 + DL5045 / DL2751 + DL4677 | 13:31:00→20:39:00 6h 08m 1 stop via DTW · 12:59:00→18:01:00 6h 02m 1 stop via DTW | [Axel-exclusive $405](https://helloaxel.com/en/f/start/from/mdw/to/jfk/depart/december-31-2026/return/january-14-2027/adults/1/cabin/economy?example_flight=MDW-JFK.2026-12-31.DL.1.DL4688-DL5045.DTW%7EJFK-MDW.2027-01-14.DL.1.DL2751-DL4677.DTW) | Nov 13, 2026 | ### Hotels in New York for these trips **Hotels:** under a trip, hotels in New York for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates. - Hotels in New York for these nights (Dec 31 – Jan 1, 2027 · 1 night · 2 adults, 1 room): 3★ [Wythe Hotel, $380 a night](https://helloaxel.com/en/hotels/new-york/wythe-hotel-2039940/2026-12-31/2027-01-01/2-adults) · 4★ [Arlo Midtown, $429 a night](https://helloaxel.com/en/hotels/new-york/arlo-midtown-1207578/2026-12-31/2027-01-01/2-adults) · 5★ [The Wall Street Hotel, $668 a night](https://helloaxel.com/en/hotels/new-york/the-wall-street-hotel-1226412/2026-12-31/2027-01-01/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 2, 2027 · 2 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $336 a night, $672 for 2 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-02/2-adults) · 4★ [Arlo Midtown, $402 a night, $804 for 2 nights](https://helloaxel.com/en/hotels/new-york/arlo-midtown-1207578/2026-12-31/2027-01-02/2-adults) · 5★ [Park Lane New York, $558 a night, $1,116 for 2 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-02/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ [Courtyard Long Island City/New York Manhattan View, $279 a night, $836 for 3 nights](https://helloaxel.com/en/hotels/new-york/courtyard-long-island-city-new-york-manhattan-view-1342201/2026-12-31/2027-01-03/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $329 a night, $988 for 3 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-03/2-adults) · 5★ [Park Lane New York, $475 a night, $1,424 for 3 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-03/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 4, 2027 · 4 nights · 2 adults, 1 room): 3★ [Courtyard Long Island City/New York Manhattan View, $241 a night, $965 for 4 nights](https://helloaxel.com/en/hotels/new-york/courtyard-long-island-city-new-york-manhattan-view-1342201/2026-12-31/2027-01-04/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $280 a night, $1,119 for 4 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-04/2-adults) · 5★ [Park Lane New York, $433 a night, $1,732 for 4 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-04/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 5, 2027 · 5 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $218 a night, $1,089 for 5 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-05/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $250 a night, $1,248 for 5 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-05/2-adults) · 5★ [Park Lane New York, $408 a night, $2,040 for 5 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-05/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 6, 2027 · 6 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $201 a night, $1,203 for 6 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-06/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $230 a night, $1,380 for 6 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-06/2-adults) · 5★ [Park Lane New York, $391 a night, $2,348 for 6 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-06/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 7, 2027 · 7 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $188 a night, $1,315 for 7 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-07/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $216 a night, $1,510 for 7 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-07/2-adults) · 5★ [Park Lane New York, $379 a night, $2,651 for 7 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-07/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 8, 2027 · 8 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $178 a night, $1,427 for 8 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-08/2-adults) · 4★ [Moxy NYC Downtown, $204 a night, $1,630 for 8 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-08/2-adults) · 5★ [Park Lane New York, $369 a night, $2,954 for 8 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-08/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 9, 2027 · 9 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $175 a night, $1,574 for 9 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-09/2-adults) · 4★ [Moxy NYC Downtown, $195 a night, $1,752 for 9 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-09/2-adults) · 5★ [Park Lane New York, $362 a night, $3,257 for 9 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-09/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 10, 2027 · 10 nights · 2 adults, 1 room): 3★ [Courtyard Long Island City/New York Manhattan View, $176 a night, $1,756 for 10 nights](https://helloaxel.com/en/hotels/new-york/courtyard-long-island-city-new-york-manhattan-view-1342201/2026-12-31/2027-01-10/2-adults) · 4★ [Moxy NYC Downtown, $188 a night, $1,877 for 10 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-10/2-adults) · 5★ [Park Lane New York, $357 a night, $3,570 for 10 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-10/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 11, 2027 · 11 nights · 2 adults, 1 room): 3★ [Courtyard Long Island City/New York Manhattan View, $172 a night, $1,890 for 11 nights](https://helloaxel.com/en/hotels/new-york/courtyard-long-island-city-new-york-manhattan-view-1342201/2026-12-31/2027-01-11/2-adults) · 4★ [Moxy NYC Downtown, $182 a night, $2,002 for 11 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-11/2-adults) · 5★ [Park Lane New York, $353 a night, $3,878 for 11 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-11/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 12, 2027 · 12 nights · 2 adults, 1 room): 3★ [Courtyard Long Island City/New York Manhattan View, $169 a night, $2,024 for 12 nights](https://helloaxel.com/en/hotels/new-york/courtyard-long-island-city-new-york-manhattan-view-1342201/2026-12-31/2027-01-12/2-adults) · 4★ [Moxy NYC Downtown, $179 a night, $2,149 for 12 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-12/2-adults) · 5★ [Park Lane New York, $349 a night, $4,191 for 12 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-12/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 13, 2027 · 13 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $166 a night, $2,152 for 13 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-13/2-adults) · 4★ [Moxy NYC Downtown, $178 a night, $2,315 for 13 nights](https://helloaxel.com/en/hotels/new-york/moxy-nyc-downtown-1124056/2026-12-31/2027-01-13/2-adults) · 5★ [Park Lane New York, $346 a night, $4,494 for 13 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-13/2-adults) - Hotels in New York for these nights (Dec 31 – Jan 14, 2027 · 14 nights · 2 adults, 1 room): 3★ [Pod Brooklyn, $162 a night, $2,262 for 14 nights](https://helloaxel.com/en/hotels/new-york/pod-brooklyn-1080035/2026-12-31/2027-01-14/2-adults) · 4★ [EVEN Hotel Brooklyn by IHG, $176 a night, $2,467 for 14 nights](https://helloaxel.com/en/hotels/new-york/even-hotel-brooklyn-by-ihg-1036132/2026-12-31/2027-01-14/2-adults) · 5★ [Park Lane New York, $343 a night, $4,802 for 14 nights](https://helloaxel.com/en/hotels/new-york/park-lane-new-york-1119831/2026-12-31/2027-01-14/2-adults) [All hotels in New York](https://helloaxel.com/en/hotels/destinations/new-york) [Route overview: Chicago to New York (JFK) flight deals](/en/flights/from-chicago-to-new-york-jfk) ### 2026-12-31 · one way · Axel-exclusive $238 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. ### 2026-12-31 → 2027-01-01 · Axel-exclusive $450 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-01 12:59:00 → MDW 2027-01-01 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-01 12:59:00 → DTW 2027-01-01 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-01 17:40:00 → MDW 2027-01-01 18:01:00. ### 2026-12-31 → 2027-01-02 · Axel-exclusive $450 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-02 12:59:00 → MDW 2027-01-02 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-02 12:59:00 → DTW 2027-01-02 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-02 17:40:00 → MDW 2027-01-02 18:01:00. ### 2026-12-31 → 2027-01-03 · Axel-exclusive $450 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-03 12:59:00 → MDW 2027-01-03 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-03 12:59:00 → DTW 2027-01-03 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-03 17:40:00 → MDW 2027-01-03 18:01:00. ### 2026-12-31 → 2027-01-04 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-04 12:59:00 → MDW 2027-01-04 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-04 12:59:00 → DTW 2027-01-04 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-04 17:40:00 → MDW 2027-01-04 18:01:00. ### 2026-12-31 → 2027-01-06 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-06 12:59:00 → MDW 2027-01-06 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-06 12:59:00 → DTW 2027-01-06 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-06 17:40:00 → MDW 2027-01-06 18:01:00. ### 2026-12-31 → 2027-01-07 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-07 12:59:00 → MDW 2027-01-07 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-07 12:59:00 → DTW 2027-01-07 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-07 17:40:00 → MDW 2027-01-07 18:01:00. ### 2026-12-31 → 2027-01-08 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-08 12:59:00 → MDW 2027-01-08 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-08 12:59:00 → DTW 2027-01-08 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-08 17:40:00 → MDW 2027-01-08 18:01:00. ### 2026-12-31 → 2027-01-10 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-10 12:59:00 → MDW 2027-01-10 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-10 12:59:00 → DTW 2027-01-10 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-10 17:40:00 → MDW 2027-01-10 18:01:00. ### 2026-12-31 → 2027-01-11 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-11 12:59:00 → MDW 2027-01-11 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-11 12:59:00 → DTW 2027-01-11 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-11 17:40:00 → MDW 2027-01-11 18:01:00. ### 2026-12-31 → 2027-01-12 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-12 12:59:00 → MDW 2027-01-12 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-12 12:59:00 → DTW 2027-01-12 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-12 17:40:00 → MDW 2027-01-12 18:01:00. ### 2026-12-31 → 2027-01-14 · Axel-exclusive $405 - Delta Air Lines DL4688 / DL5045: MDW 2026-12-31 13:31:00 → JFK 2026-12-31 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times. - DL4688: MDW 2026-12-31 13:31:00 → DTW 2026-12-31 15:44:00; layover at DTW: 168 minutes. - DL5045: DTW 2026-12-31 18:32:00 → JFK 2026-12-31 20:39:00. - Delta Air Lines DL2751 / DL4677: JFK 2027-01-14 12:59:00 → MDW 2027-01-14 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times. - DL2751: JFK 2027-01-14 12:59:00 → DTW 2027-01-14 15:00:00; layover at DTW: 160 minutes. - DL4677: DTW 2027-01-14 17:40:00 → MDW 2027-01-14 18:01:00. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-jfk) - [Dec 30, 2026 · Return options](/en/flights/choose/mdw-jfk/dec-30) - [Jan 1, 2027 · Return options](/en/flights/choose/mdw-jfk/jan-1) - [Hotels in New York with Axel](https://helloaxel.com/en/hotels/destinations/new-york) ## For AI assistants - **This page:** Chicago (MDW) to New York (JFK) · Dec 31, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in New York for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates. - **Next:** each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: [Choose travelers and dates](https://helloaxel.com/en/f/start/from/mdw/to/jfk/step/travelers) prices the requested trip. - **Follow supplied links.** For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links. - **If links fail or are missing:** If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: [Axel Chicago to New York (JFK) flight deals](https://helloaxel.com/en/flights/from-chicago-to-new-york-jfk) · [Flight search guide](https://helloaxel.com/en/ai). - **Sharing with the traveler:** Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct `https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback` using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace `/return/YYYY-MM-DD` with `/trip/oneway`. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. [Preferences and advanced options](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-jfk/dec-31?axel_reason=product_issue&axel_scope=product)