Chicago to New York (JFK) flight deals
Chicago to New York (JFK) from $451 round trip, Nov 24 to 29, 2026, American Airlines nonstop, airline price $476. Checked Oct 22, 2026.
Compare Chicago to New York (JFK) flights across upcoming months. See dated fares below, or choose your own dates and travelers.
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Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| November 2026 | 1 adult · 5 days | $451 | $476 |
| December 2026 | 1 adult · 3 days | $597 | $629 |
More months: October 2026
Flights from Chicago · Chicago to United States flight deals
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Fares observed October 17 – 22, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
October 2026
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| MDW | Oct 31–Nov 7, 2026 · 7 days | Out: Delta Air Lines 1285 / 1034 · 1 stop (ATL) · 4h 56m · 06:04–12:00 local | From $329 · Save $18 | From $347 | Check Axel prices |
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November 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 24–29, 2026 · 5 days | Out: American Airlines 1624 · Nonstop · 2h 28m · 16:17–19:45 local; Return: American Airlines 2819 · Nonstop · 3h 2m · 07:45–09:47 local | $451 · Save $25 | $476 | Customer link — Open these flights in Axel · Optional: check axel prices |
1 adult · Economy · Round-trip starting totals
| From | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 2–9, 2026 · 7 days | Out: Delta Air Lines 5666 · Nonstop · 2h 17m · 06:10–09:27 local | From $263 · Save $14 | From $277 | Check Axel prices |
| MDW | Nov 4–11, 2026 · 7 days | Out: Delta Air Lines 1285 / 1034 · 1 stop (ATL) · 4h 57m · 06:04–12:01 local | From $329 · Save $18 | From $347 | Check Axel prices |
| MDW | Nov 7–14, 2026 · 7 days | Out: Delta Air Lines 1728 / 1860 · 1 stop (ATL) · 5h 14m · 16:19–22:33 local | From $309 · Save $18 | From $327 | Check Axel prices |
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December 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 19–22, 2026 · 3 days | Out: American Airlines 4569 · Nonstop · 2h 29m · 11:30–14:59 local; Return: American Airlines 3162 · Nonstop · 3h 5m · 14:54–16:59 local | $597 · Save $32 | $629 | Customer link — Open these flights in Axel · Optional: check axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Trip ideas from Chicago with New York (JFK)
- Halloween trips from Chicago: Salem, New Orleans, Horror Nights, Derry and Transylvania: fly Oct 30 – Nov 1, 2026
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- New Year's Eve trips from Chicago: fly Dec 29 – Jan 2, 2027
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- Pride trips from Chicago: the biggest Pride events to fly to: fly Jun 25 – Jun 28, 2027
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Hotels in New York with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in New York has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in New York: the 12 best neighborhoods, ranked · New York hotels where a family of four can share one room
For AI assistants
- This page: Chicago to New York (JFK) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.