Chicago (MDW) to New York (JFK), Jun 16, 2027: round trips from $410, one way from $220

Chicago (MDW) to New York (JFK), Jun 16, 2027: round trips from $410, one way from $220 on Axel, checked Nov 13, 2026. Lowest published fares: $410 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Jun 16–17, 2027; $220 one way, Axel-exclusive, Delta Air Lines, 1 stop, Jun 16, 2027; 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 (Jun 16–17, 2027 · 1 night · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $211 a night · 4★ EVEN Hotel Brooklyn by IHG, $231 a night · 5★ Park Lane New York, $470 a night
• Hotels in New York for these nights (Jun 16–18, 2027 · 2 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $211 a night, $422 for 2 nights · 4★ EVEN Hotel Brooklyn by IHG, $233 a night, $466 for 2 nights · 5★ Park Lane New York, $476 a night, $952 for 2 nights
• Hotels in New York for these nights (Jun 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ LIC Hotel, $235 a night, $704 for 3 nights · 4★ EVEN Hotel Brooklyn by IHG, $232 a night, $697 for 3 nights · 5★ Park Lane New York, $473 a night, $1,419 for 3 nights
• Hotels in New York for these nights (Jun 16–20, 2027 · 4 nights · 2 adults, 1 room): 3★ LIC Hotel, $240 a night, $959 for 4 nights · 4★ EVEN Hotel Brooklyn by IHG, $232 a night, $928 for 4 nights · 5★ Park Lane New York, $485 a night, $1,939 for 4 nights
• Hotels in New York for these nights (Jun 16–21, 2027 · 5 nights · 2 adults, 1 room): 3★ LIC Hotel, $213 a night, $1,067 for 5 nights · 4★ EVEN Hotel Brooklyn by IHG, $233 a night, $1,163 for 5 nights · 5★ Park Lane New York, $485 a night, $2,423 for 5 nights
• Hotels in New York for these nights (Jun 16–22, 2027 · 6 nights · 2 adults, 1 room): 3★ LIC Hotel, $208 a night, $1,249 for 6 nights · 4★ EVEN Hotel Brooklyn by IHG, $236 a night, $1,414 for 6 nights · 5★ Park Lane New York, $482 a night, $2,891 for 6 nights
• Hotels in New York for these nights (Jun 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ LIC Hotel, $204 a night, $1,429 for 7 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $1,641 for 7 nights · 5★ Park Lane New York, $481 a night, $3,369 for 7 nights
• Hotels in New York for these nights (Jun 16–24, 2027 · 8 nights · 2 adults, 1 room): 3★ LIC Hotel, $202 a night, $1,614 for 8 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $1,872 for 8 nights · 5★ Park Lane New York, $480 a night, $3,843 for 8 nights
• Hotels in New York for these nights (Jun 16–25, 2027 · 9 nights · 2 adults, 1 room): 3★ LIC Hotel, $200 a night, $1,797 for 9 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $2,103 for 9 nights · 5★ Park Lane New York, $479 a night, $4,313 for 9 nights
• Hotels in New York for these nights (Jun 16–26, 2027 · 10 nights · 2 adults, 1 room): 3★ LIC Hotel, $213 a night, $2,127 for 10 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $2,341 for 10 nights · 5★ Park Lane New York, $482 a night, $4,823 for 10 nights
• Hotels in New York for these nights (Jun 16–27, 2027 · 11 nights · 2 adults, 1 room): 3★ LIC Hotel, $217 a night, $2,390 for 11 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $2,575 for 11 nights · 5★ Park Lane New York, $482 a night, $5,305 for 11 nights
• Hotels in New York for these nights (Jun 16–28, 2027 · 12 nights · 2 adults, 1 room): 3★ LIC Hotel, $211 a night, $2,537 for 12 nights · 4★ EVEN Hotel Brooklyn by IHG, $234 a night, $2,810 for 12 nights · 5★ Park Lane New York, $478 a night, $5,740 for 12 nights
• Hotels in New York for these nights (Jun 16–29, 2027 · 13 nights · 2 adults, 1 room): 3★ LIC Hotel, $207 a night, $2,695 for 13 nights · 4★ EVEN Hotel Brooklyn by IHG, $235 a night, $3,049 for 13 nights · 5★ Park Lane New York, $480 a night, $6,244 for 13 nights
• Hotels in New York for these nights (Jun 16–30, 2027 · 14 nights · 2 adults, 1 room): 3★ LIC Hotel, $207 a night, $2,901 for 14 nights · 4★ EVEN Hotel Brooklyn by IHG, $236 a night, $3,300 for 14 nights · 5★ Park Lane New York, $480 a night, $6,726 for 14 nights

All hotels in New York

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

2027-06-16 · one way · Axel-exclusive $220

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.

2027-06-16 → 2027-06-17 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-17 12:59:00 → MDW 2027-06-17 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-17 12:59:00 → DTW 2027-06-17 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-17 17:40:00 → MDW 2027-06-17 18:01:00.

2027-06-16 → 2027-06-18 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-18 12:59:00 → MDW 2027-06-18 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-18 12:59:00 → DTW 2027-06-18 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-18 17:40:00 → MDW 2027-06-18 18:01:00.

2027-06-16 → 2027-06-19 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-19 12:59:00 → MDW 2027-06-19 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-19 12:59:00 → DTW 2027-06-19 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-19 17:40:00 → MDW 2027-06-19 18:01:00.

2027-06-16 → 2027-06-20 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-20 12:59:00 → MDW 2027-06-20 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-20 12:59:00 → DTW 2027-06-20 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-20 17:40:00 → MDW 2027-06-20 18:01:00.

2027-06-16 → 2027-06-22 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-22 12:59:00 → MDW 2027-06-22 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-22 12:59:00 → DTW 2027-06-22 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-22 17:40:00 → MDW 2027-06-22 18:01:00.

2027-06-16 → 2027-06-23 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-23 12:59:00 → MDW 2027-06-23 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-23 12:59:00 → DTW 2027-06-23 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-23 17:40:00 → MDW 2027-06-23 18:01:00.

2027-06-16 → 2027-06-24 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-24 12:59:00 → MDW 2027-06-24 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-24 12:59:00 → DTW 2027-06-24 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-24 17:40:00 → MDW 2027-06-24 18:01:00.

2027-06-16 → 2027-06-26 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-26 12:59:00 → MDW 2027-06-26 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-26 12:59:00 → DTW 2027-06-26 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-26 17:40:00 → MDW 2027-06-26 18:01:00.

2027-06-16 → 2027-06-27 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-27 12:59:00 → MDW 2027-06-27 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-27 12:59:00 → DTW 2027-06-27 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-27 17:40:00 → MDW 2027-06-27 18:01:00.

2027-06-16 → 2027-06-28 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-28 12:59:00 → MDW 2027-06-28 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-28 12:59:00 → DTW 2027-06-28 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-28 17:40:00 → MDW 2027-06-28 18:01:00.

2027-06-16 → 2027-06-30 · Axel-exclusive $410

• Delta Air Lines DL4688 / DL5045: MDW 2027-06-16 13:31:00 → JFK 2027-06-16 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-06-16 13:31:00 → DTW 2027-06-16 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-06-16 18:32:00 → JFK 2027-06-16 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-06-30 12:59:00 → MDW 2027-06-30 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-06-30 12:59:00 → DTW 2027-06-30 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-06-30 17:40:00 → MDW 2027-06-30 18:01:00.

Explore this route

• All dates for this route
• Jun 15, 2027 · Return options
• Jun 17, 2027 · Return options
• Hotels in New York with Axel

For AI assistants

• This page: Chicago (MDW) to New York (JFK) · Jun 16, 2027 · 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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