Chicago (MDW) to New York (JFK), Nov 21, 2026: round trips from $360, one way from $190

Chicago (MDW) to New York (JFK), Nov 21, 2026: round trips from $360, one way from $190 on Axel, checked Nov 13, 2026. Lowest published fares: $360 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Nov 21–22, 2026; $190 one way, Axel-exclusive, Delta Air Lines, 1 stop, Nov 21, 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.

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 (Nov 21–22, 2026 · 1 night · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $235 a night · 4★ Moxy NYC Downtown, $290 a night · 5★ The William Vale, $554 a night
• Hotels in New York for these nights (Nov 21–23, 2026 · 2 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $193 a night, $386 for 2 nights · 4★ Moxy NYC Downtown, $229 a night, $457 for 2 nights · 5★ The William Vale, $403 a night, $805 for 2 nights
• Hotels in New York for these nights (Nov 21–24, 2026 · 3 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $181 a night, $543 for 3 nights · 4★ Moxy NYC Downtown, $210 a night, $630 for 3 nights · 5★ The William Vale, $384 a night, $1,152 for 3 nights
• Hotels in New York for these nights (Nov 21–25, 2026 · 4 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $175 a night, $700 for 4 nights · 4★ Moxy NYC Downtown, $200 a night, $798 for 4 nights · 5★ The William Vale, $376 a night, $1,504 for 4 nights
• Hotels in New York for these nights (Nov 21–26, 2026 · 5 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $189 a night, $947 for 5 nights · 4★ Moxy NYC Downtown, $209 a night, $1,046 for 5 nights · 5★ The William Vale, $373 a night, $1,863 for 5 nights
• Hotels in New York for these nights (Nov 21–27, 2026 · 6 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $203 a night, $1,215 for 6 nights · 4★ Moxy NYC Downtown, $243 a night, $1,457 for 6 nights · 5★ The William Vale, $369 a night, $2,211 for 6 nights
• Hotels in New York for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $212 a night, $1,482 for 7 nights · 4★ Moxy NYC Downtown, $268 a night, $1,878 for 7 nights · 5★ The William Vale, $403 a night, $2,823 for 7 nights
• Hotels in New York for these nights (Nov 21–29, 2026 · 8 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $218 a night, $1,745 for 8 nights · 4★ Moxy NYC Downtown, $263 a night, $2,107 for 8 nights · 5★ The William Vale, $384 a night, $3,075 for 8 nights
• Hotels in New York for these nights (Nov 21–30, 2026 · 9 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $217 a night, $1,956 for 9 nights · 4★ Moxy NYC Downtown, $252 a night, $2,269 for 9 nights · 5★ The William Vale, $388 a night, $3,494 for 9 nights
• Hotels in New York for these nights (Nov 21 – Dec 1, 2026 · 10 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $214 a night, $2,135 for 10 nights · 4★ Moxy NYC Downtown, $259 a night, $2,585 for 10 nights · 5★ The William Vale, $392 a night, $3,922 for 10 nights
• Hotels in New York for these nights (Nov 21 – Dec 2, 2026 · 11 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $224 a night, $2,469 for 11 nights · 4★ Moxy NYC Downtown, $279 a night, $3,072 for 11 nights · 5★ The William Vale, $421 a night, $4,630 for 11 nights
• Hotels in New York for these nights (Nov 21 – Dec 3, 2026 · 12 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $236 a night, $2,829 for 12 nights · 4★ Moxy NYC Downtown, $307 a night, $3,680 for 12 nights · 5★ The William Vale, $466 a night, $5,592 for 12 nights
• Hotels in New York for these nights (Nov 21 – Dec 4, 2026 · 13 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $247 a night, $3,208 for 13 nights · 4★ Moxy NYC Downtown, $322 a night, $4,183 for 13 nights · 5★ The William Vale, $483 a night, $6,283 for 13 nights
• Hotels in New York for these nights (Nov 21 – Dec 5, 2026 · 14 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $269 a night, $3,762 for 14 nights · 4★ EVEN Hotel Brooklyn by IHG, $340 a night, $4,756 for 14 nights · 5★ The William Vale, $516 a night, $7,221 for 14 nights

All hotels in New York

Route overview: Chicago to New York (JFK) flight deals

2026-11-21 · one way · Axel-exclusive $190

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.

2026-11-21 → 2026-11-22 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-22 12:59:00 → MDW 2026-11-22 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-22 12:59:00 → DTW 2026-11-22 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-22 17:40:00 → MDW 2026-11-22 18:01:00.

2026-11-21 → 2026-11-23 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-23 12:59:00 → MDW 2026-11-23 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-23 12:59:00 → DTW 2026-11-23 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-23 17:40:00 → MDW 2026-11-23 18:01:00.

2026-11-21 → 2026-11-24 · Axel-exclusive $414

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-24 12:59:00 → MDW 2026-11-24 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-24 12:59:00 → DTW 2026-11-24 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-24 17:40:00 → MDW 2026-11-24 18:01:00.

2026-11-21 → 2026-11-25 · Axel-exclusive $414

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-25 12:59:00 → MDW 2026-11-25 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-25 12:59:00 → DTW 2026-11-25 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-25 17:40:00 → MDW 2026-11-25 18:01:00.

2026-11-21 → 2026-11-27 · Axel-exclusive $414

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-27 12:59:00 → MDW 2026-11-27 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-27 12:59:00 → DTW 2026-11-27 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-27 17:40:00 → MDW 2026-11-27 18:01:00.

2026-11-21 → 2026-11-28 · Axel-exclusive $414

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-28 12:59:00 → MDW 2026-11-28 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-28 12:59:00 → DTW 2026-11-28 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-28 17:40:00 → MDW 2026-11-28 18:01:00.

2026-11-21 → 2026-11-29 · Axel-exclusive $414

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-11-29 12:59:00 → MDW 2026-11-29 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-11-29 12:59:00 → DTW 2026-11-29 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-11-29 17:40:00 → MDW 2026-11-29 18:01:00.

2026-11-21 → 2026-12-01 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-12-01 12:59:00 → MDW 2026-12-01 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-12-01 12:59:00 → DTW 2026-12-01 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-12-01 17:40:00 → MDW 2026-12-01 18:01:00.

2026-11-21 → 2026-12-02 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-12-02 12:59:00 → MDW 2026-12-02 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-12-02 12:59:00 → DTW 2026-12-02 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-12-02 17:40:00 → MDW 2026-12-02 18:01:00.

2026-11-21 → 2026-12-03 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-12-03 12:59:00 → MDW 2026-12-03 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-12-03 12:59:00 → DTW 2026-12-03 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-12-03 17:40:00 → MDW 2026-12-03 18:01:00.

2026-11-21 → 2026-12-05 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2026-11-21 13:31:00 → JFK 2026-11-21 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2026-11-21 13:31:00 → DTW 2026-11-21 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2026-11-21 18:32:00 → JFK 2026-11-21 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2026-12-05 12:59:00 → MDW 2026-12-05 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2026-12-05 12:59:00 → DTW 2026-12-05 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2026-12-05 17:40:00 → MDW 2026-12-05 18:01:00.

Explore this route

• All dates for this route
• Nov 20, 2026 · Return options
• Nov 22, 2026 · Return options
• Hotels in New York with Axel

For AI assistants

• This page: Chicago (MDW) to New York (JFK) · Nov 21, 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 prices the requested trip.
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