Chicago (MDW) to New York (JFK), Mar 29, 2027: round trips from $441, one way from $253

Chicago (MDW) to New York (JFK), Mar 29, 2027: round trips from $441, one way from $253 on Axel, checked Nov 13, 2026. Lowest published fares: $441 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Mar 29–30, 2027; $253 one way, Axel-exclusive, Delta Air Lines, 1 stop, Mar 29, 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 (Mar 29–30, 2027 · 1 night · 2 adults, 1 room): 3★ Hampton Inn Brooklyn/Downtown, $177 a night · 4★ Moxy NYC Downtown, $183 a night · 5★ Park Lane New York, $308 a night
• Hotels in New York for these nights (Mar 29–31, 2027 · 2 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $180 a night, $359 for 2 nights · 4★ Moxy NYC Downtown, $201 a night, $402 for 2 nights · 5★ Park Lane New York, $308 a night, $616 for 2 nights
• Hotels in New York for these nights (Mar 29 – Apr 1, 2027 · 3 nights · 2 adults, 1 room): 3★ LIC Hotel, $178 a night, $533 for 3 nights · 4★ EVEN Hotel Brooklyn by IHG, $190 a night, $570 for 3 nights · 5★ Park Lane New York, $306 a night, $919 for 3 nights
• Hotels in New York for these nights (Mar 29 – Apr 2, 2027 · 4 nights · 2 adults, 1 room): 3★ LIC Hotel, $182 a night, $727 for 4 nights · 4★ EVEN Hotel Brooklyn by IHG, $192 a night, $767 for 4 nights · 5★ Park Lane New York, $344 a night, $1,376 for 4 nights
• Hotels in New York for these nights (Mar 29 – Apr 3, 2027 · 5 nights · 2 adults, 1 room): 3★ LIC Hotel, $190 a night, $950 for 5 nights · 4★ Moxy NYC Downtown, $201 a night, $1,004 for 5 nights · 5★ Park Lane New York, $376 a night, $1,882 for 5 nights
• Hotels in New York for these nights (Mar 29 – Apr 4, 2027 · 6 nights · 2 adults, 1 room): 3★ LIC Hotel, $193 a night, $1,160 for 6 nights · 4★ EVEN Hotel Brooklyn by IHG, $211 a night, $1,263 for 6 nights · 5★ Park Lane New York, $395 a night, $2,367 for 6 nights
• Hotels in New York for these nights (Mar 29 – Apr 5, 2027 · 7 nights · 2 adults, 1 room): 3★ LIC Hotel, $186 a night, $1,299 for 7 nights · 4★ EVEN Hotel Brooklyn by IHG, $206 a night, $1,445 for 7 nights · 5★ Park Lane New York, $397 a night, $2,778 for 7 nights
• Hotels in New York for these nights (Mar 29 – Apr 6, 2027 · 8 nights · 2 adults, 1 room): 3★ LIC Hotel, $191 a night, $1,524 for 8 nights · 4★ EVEN Hotel Brooklyn by IHG, $203 a night, $1,624 for 8 nights · 5★ Park Lane New York, $402 a night, $3,217 for 8 nights
• Hotels in New York for these nights (Mar 29 – Apr 7, 2027 · 9 nights · 2 adults, 1 room): 3★ LIC Hotel, $195 a night, $1,751 for 9 nights · 4★ EVEN Hotel Brooklyn by IHG, $206 a night, $1,852 for 9 nights · 5★ Park Lane New York, $414 a night, $3,722 for 9 nights
• Hotels in New York for these nights (Mar 29 – Apr 8, 2027 · 10 nights · 2 adults, 1 room): 3★ LIC Hotel, $198 a night, $1,982 for 10 nights · 4★ EVEN Hotel Brooklyn by IHG, $208 a night, $2,078 for 10 nights · 5★ Park Lane New York, $423 a night, $4,227 for 10 nights
• Hotels in New York for these nights (Mar 29 – Apr 9, 2027 · 11 nights · 2 adults, 1 room): 3★ LIC Hotel, $200 a night, $2,202 for 11 nights · 4★ EVEN Hotel Brooklyn by IHG, $210 a night, $2,312 for 11 nights · 5★ Park Lane New York, $424 a night, $4,662 for 11 nights
• Hotels in New York for these nights (Mar 29 – Apr 10, 2027 · 12 nights · 2 adults, 1 room): 3★ LIC Hotel, $202 a night, $2,427 for 12 nights · 4★ EVEN Hotel Brooklyn by IHG, $214 a night, $2,566 for 12 nights · 5★ Park Lane New York, $429 a night, $5,150 for 12 nights
• Hotels in New York for these nights (Mar 29 – Apr 11, 2027 · 13 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $203 a night, $2,642 for 13 nights · 4★ EVEN Hotel Brooklyn by IHG, $218 a night, $2,829 for 13 nights · 5★ Park Lane New York, $431 a night, $5,607 for 13 nights
• Hotels in New York for these nights (Mar 29 – Apr 12, 2027 · 14 nights · 2 adults, 1 room): 3★ Courtyard Long Island City/New York Manhattan View, $204 a night, $2,849 for 14 nights · 4★ EVEN Hotel Brooklyn by IHG, $215 a night, $3,008 for 14 nights · 5★ Park Lane New York, $431 a night, $6,028 for 14 nights

All hotels in New York

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

2027-03-29 · one way · Axel-exclusive $253

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.

2027-03-29 → 2027-03-30 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-03-30 12:59:00 → MDW 2027-03-30 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-03-30 12:59:00 → DTW 2027-03-30 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-03-30 17:40:00 → MDW 2027-03-30 18:01:00.

2027-03-29 → 2027-03-31 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-03-31 12:59:00 → MDW 2027-03-31 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-03-31 12:59:00 → DTW 2027-03-31 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-03-31 17:40:00 → MDW 2027-03-31 18:01:00.

2027-03-29 → 2027-04-01 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-01 12:59:00 → MDW 2027-04-01 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-01 12:59:00 → DTW 2027-04-01 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-01 17:40:00 → MDW 2027-04-01 18:01:00.

2027-03-29 → 2027-04-02 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-02 12:59:00 → MDW 2027-04-02 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-02 12:59:00 → DTW 2027-04-02 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-02 17:40:00 → MDW 2027-04-02 18:01:00.

2027-03-29 → 2027-04-04 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-04 12:59:00 → MDW 2027-04-04 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-04 12:59:00 → DTW 2027-04-04 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-04 17:40:00 → MDW 2027-04-04 18:01:00.

2027-03-29 → 2027-04-05 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-05 12:59:00 → MDW 2027-04-05 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-05 12:59:00 → DTW 2027-04-05 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-05 17:40:00 → MDW 2027-04-05 18:01:00.

2027-03-29 → 2027-04-06 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-06 12:59:00 → MDW 2027-04-06 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-06 12:59:00 → DTW 2027-04-06 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-06 17:40:00 → MDW 2027-04-06 18:01:00.

2027-03-29 → 2027-04-08 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-08 12:59:00 → MDW 2027-04-08 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-08 12:59:00 → DTW 2027-04-08 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-08 17:40:00 → MDW 2027-04-08 18:01:00.

2027-03-29 → 2027-04-09 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-09 12:59:00 → MDW 2027-04-09 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-09 12:59:00 → DTW 2027-04-09 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-09 17:40:00 → MDW 2027-04-09 18:01:00.

2027-03-29 → 2027-04-10 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-10 12:59:00 → MDW 2027-04-10 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-10 12:59:00 → DTW 2027-04-10 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-10 17:40:00 → MDW 2027-04-10 18:01:00.

2027-03-29 → 2027-04-12 · Axel-exclusive $441

• Delta Air Lines DL4688 / DL5045: MDW 2027-03-29 13:31:00 → JFK 2027-03-29 20:39:00; 1 stop(s) via DTW; 368 minutes. Local airport times.
  • DL4688: MDW 2027-03-29 13:31:00 → DTW 2027-03-29 15:44:00; layover at DTW: 168 minutes.
  • DL5045: DTW 2027-03-29 18:32:00 → JFK 2027-03-29 20:39:00.
• Delta Air Lines DL2751 / DL4677: JFK 2027-04-12 12:59:00 → MDW 2027-04-12 18:01:00; 1 stop(s) via DTW; 362 minutes. Local airport times.
  • DL2751: JFK 2027-04-12 12:59:00 → DTW 2027-04-12 15:00:00; layover at DTW: 160 minutes.
  • DL4677: DTW 2027-04-12 17:40:00 → MDW 2027-04-12 18:01:00.

Explore this route

• All dates for this route
• Mar 28, 2027 · Return options
• Mar 30, 2027 · Return options
• Hotels in New York with Axel

For AI assistants

• This page: Chicago (MDW) to New York (JFK) · Mar 29, 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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