Chicago (MDW) to New York (JFK), Jan 18, 2027: round trips from $351, one way from $190

Chicago (MDW) to New York (JFK), Jan 18, 2027: round trips from $351, one way from $190 on Axel, checked Nov 13, 2026. Lowest published fares: $351 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Jan 18, 2027 – Feb 1, 2027; $190 one way, Axel-exclusive, Delta Air Lines, 1 stop, Jan 18, 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 (Jan 18–19, 2027 · 1 night · 2 adults, 1 room): 3★ Pod Brooklyn, $112 a night · 4★ EVEN Hotel Brooklyn by IHG, $132 a night · 5★ Park Lane New York, $303 a night
• Hotels in New York for these nights (Jan 18–20, 2027 · 2 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $113 a night, $226 for 2 nights · 4★ EVEN Hotel Brooklyn by IHG, $133 a night, $265 for 2 nights · 5★ Park Lane New York, $306 a night, $611 for 2 nights
• Hotels in New York for these nights (Jan 18–21, 2027 · 3 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $113 a night, $339 for 3 nights · 4★ EVEN Hotel Brooklyn by IHG, $132 a night, $396 for 3 nights · 5★ Park Lane New York, $306 a night, $919 for 3 nights
• Hotels in New York for these nights (Jan 18–22, 2027 · 4 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $113 a night, $453 for 4 nights · 4★ EVEN Hotel Brooklyn by IHG, $132 a night, $528 for 4 nights · 5★ Park Lane New York, $307 a night, $1,227 for 4 nights
• Hotels in New York for these nights (Jan 18–23, 2027 · 5 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $120 a night, $602 for 5 nights · 4★ Moxy NYC Downtown, $134 a night, $670 for 5 nights · 5★ Park Lane New York, $307 a night, $1,535 for 5 nights
• Hotels in New York for these nights (Jan 18–24, 2027 · 6 nights · 2 adults, 1 room): 3★ LIC Hotel, $127 a night, $764 for 6 nights · 4★ Moxy NYC Downtown, $132 a night, $790 for 6 nights · 5★ Park Lane New York, $307 a night, $1,843 for 6 nights
• Hotels in New York for these nights (Jan 18–25, 2027 · 7 nights · 2 adults, 1 room): 3★ LIC Hotel, $125 a night, $878 for 7 nights · 4★ Moxy NYC Downtown, $129 a night, $903 for 7 nights · 5★ Park Lane New York, $307 a night, $2,146 for 7 nights
• Hotels in New York for these nights (Jan 18–26, 2027 · 8 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $124 a night, $990 for 8 nights · 4★ Moxy NYC Downtown, $129 a night, $1,035 for 8 nights · 5★ Park Lane New York, $307 a night, $2,454 for 8 nights
• Hotels in New York for these nights (Jan 18–27, 2027 · 9 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $122 a night, $1,100 for 9 nights · 4★ Moxy NYC Downtown, $133 a night, $1,193 for 9 nights · 5★ Park Lane New York, $307 a night, $2,762 for 9 nights
• Hotels in New York for these nights (Jan 18–28, 2027 · 10 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $121 a night, $1,206 for 10 nights · 4★ Moxy NYC Downtown, $135 a night, $1,349 for 10 nights · 5★ Park Lane New York, $307 a night, $3,070 for 10 nights
• Hotels in New York for these nights (Jan 18–29, 2027 · 11 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $120 a night, $1,319 for 11 nights · 4★ Moxy NYC Downtown, $135 a night, $1,485 for 11 nights · 5★ Park Lane New York, $307 a night, $3,378 for 11 nights
• Hotels in New York for these nights (Jan 18–30, 2027 · 12 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $122 a night, $1,468 for 12 nights · 4★ Moxy NYC Downtown, $134 a night, $1,608 for 12 nights · 5★ Park Lane New York, $307 a night, $3,686 for 12 nights
• Hotels in New York for these nights (Jan 18–31, 2027 · 13 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $124 a night, $1,615 for 13 nights · 4★ Moxy NYC Downtown, $133 a night, $1,733 for 13 nights · 5★ Park Lane New York, $307 a night, $3,994 for 13 nights
• Hotels in New York for these nights (Jan 18 – Feb 1, 2027 · 14 nights · 2 adults, 1 room): 3★ Pod Brooklyn, $124 a night, $1,729 for 14 nights · 4★ Moxy NYC Downtown, $132 a night, $1,844 for 14 nights · 5★ Park Lane New York, $307 a night, $4,302 for 14 nights

All hotels in New York

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

2027-01-18 · one way · Axel-exclusive $190

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

2027-01-18 → 2027-01-19 · Axel-exclusive $360

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

2027-01-18 → 2027-01-20 · Axel-exclusive $360

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

2027-01-18 → 2027-01-21 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2027-01-18 13:31:00 → JFK 2027-01-18 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-01-18 13:31:00 → DTW 2027-01-18 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-01-18 18:32:00 → JFK 2027-01-18 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-01-21 12:59:00 → MDW 2027-01-21 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-01-21 12:59:00 → DTW 2027-01-21 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-01-21 17:40:00 → MDW 2027-01-21 18:01:00.

2027-01-18 → 2027-01-22 · Axel-exclusive $360

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

2027-01-18 → 2027-01-24 · Axel-exclusive $360

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

2027-01-18 → 2027-01-25 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2027-01-18 13:31:00 → JFK 2027-01-18 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-01-18 13:31:00 → DTW 2027-01-18 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-01-18 18:32:00 → JFK 2027-01-18 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-01-25 12:59:00 → MDW 2027-01-25 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-01-25 12:59:00 → DTW 2027-01-25 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-01-25 17:40:00 → MDW 2027-01-25 18:01:00.

2027-01-18 → 2027-01-26 · Axel-exclusive $360

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

2027-01-18 → 2027-01-28 · Axel-exclusive $360

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

2027-01-18 → 2027-01-29 · Axel-exclusive $360

• Delta Air Lines DL4688 / DL5045: MDW 2027-01-18 13:31:00 → JFK 2027-01-18 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-01-18 13:31:00 → DTW 2027-01-18 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-01-18 18:32:00 → JFK 2027-01-18 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-01-29 12:59:00 → MDW 2027-01-29 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-01-29 12:59:00 → DTW 2027-01-29 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-01-29 17:40:00 → MDW 2027-01-29 18:01:00.

2027-01-18 → 2027-01-30 · Axel-exclusive $360

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

2027-01-18 → 2027-02-01 · Axel-exclusive $351

• Delta Air Lines DL4688 / DL5045: MDW 2027-01-18 13:31:00 → JFK 2027-01-18 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-01-18 13:31:00 → DTW 2027-01-18 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-01-18 18:32:00 → JFK 2027-01-18 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-02-01 12:59:00 → MDW 2027-02-01 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-02-01 12:59:00 → DTW 2027-02-01 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-02-01 17:40:00 → MDW 2027-02-01 18:01:00.

Explore this route

• All dates for this route
• Jan 17, 2027 · Return options
• Jan 19, 2027 · Return options
• Hotels in New York with Axel

For AI assistants

• This page: Chicago (MDW) to New York (JFK) · Jan 18, 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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