New York Flight Deals - Fly to Chicago from $74 This Week

Escape the February freeze with deals from JFK, EWR & LGA - plus teaser of Business Class steals for Premium members

February 27, 2026

Your weekly roundup of the best flight deals from New York's three airports - JFK, Newark (EWR), and LaGuardia (LGA). It's February 26, 2026, and while the city is firmly in the grip of winter, your next getaway doesn't have to be. This week we've scanned hundreds of fares across all three New York area airports to bring you the sharpest economy deals available right now - from a jaw-dropping $74 round-trip domestic hop out of LaGuardia to sub-$600 transatlantic fares from JFK. Read on for your full breakdown, organized by region.

🌴 Chase the Sun This Winter

New York in February is brutal. Single-digit wind chills, grey skies, and slush on every corner. The good news? Warm-weather escapes are closer - and cheaper - than you think. Here are the best sunny getaways you can book right now from your New York airports.

San Juan, Puerto Rico - From $267 round-trip Average 28C. The closest true Caribbean island to New York - no passport needed, direct flights under 4 hours, and beautiful Old San Juan to explore.

Cancun, Mexico - From $357 round-trip Average 29C. White-sand beaches on the Yucatan Peninsula with world-class resorts and cenotes to explore. Direct from JFK in just over 4 hours.

Punta Cana, Dominican Republic - From $354 round-trip Average 28C. Gorgeous resorts, turquoise water, and all-inclusive options galore. A direct JetBlue flight from JFK in exactly 4 hours.

Nassau, Bahamas - From $381 round-trip Average 25C. Stunning beaches and crystal-clear water just 3 hours from JFK. Nassau is the easiest Caribbean escape you can make this winter.

Aruba - From $319 round-trip Average 28C. One of the sunniest islands in the Caribbean - Aruba sits outside the hurricane belt and enjoys year-round sunshine. Direct from JFK in under 5 hours.

Miami, Florida - From $90 round-trip Average 24C. Not international, but undeniably warm. The Art Deco South Beach vibes and year-round sun make Miami the easiest domestic winter escape from LaGuardia.

🇺🇸 Domestic US Deals

Some great value domestic fares this week, especially if you're flexible on airline and travel dates. LaGuardia leads the way with the cheapest fares to Chicago and Miami.

LGA - Chicago (ORD) - $74 round-trip - Spirit Airlines. Apr 13-20. Direct, 2h 31m. Best domestic deal this week.

LGA - Miami (MIA) - $90 round-trip - Spirit Airlines. Apr 14-21. Direct, 3h 8m. Midweek warmth escape.

LGA - Miami (MIA) - $149 round-trip - Frontier Airlines. Mar 13-20. Direct, 3h 14m. Fly in 2 weeks.

JFK - Chicago (ORD) - $145 round-trip - Delta Air Lines. Apr 13-20. Direct, 3h 21m.

JFK - Chicago (ORD) - $218 round-trip - Frontier Airlines. Mar 14-21 (weekend trip). Direct, 3h 0m.

JFK - Las Vegas (LAS) - $219 round-trip - JetBlue. Apr 14-21. Direct, 5h 43m. Midweek Vegas trip.

JFK - Seattle (SEA) - $237 round-trip - Alaska Airlines. Apr 14-21. Direct, 6h 18m.

JFK - San Francisco (SFO) - $248 round-trip - JetBlue. Apr 14-21. Direct, 6h 23m.

JFK - Los Angeles (LAX) - $337 round-trip - JetBlue. Mar 12-19. Direct, 6h 21m. Fly in 2 weeks.

JFK - Las Vegas (LAS) - $333 round-trip - Delta Air Lines. Mar 12-19. Direct, 6h 2m. Fly in 2 weeks.

JFK - Seattle (SEA) - $277 round-trip - Delta Air Lines. May 12-19. Direct, 6h 4m. Plan ahead - near Memorial Day.

New York Airport Tip: For domestic routes, LaGuardia is often the most convenient option if you live in Manhattan or Queens - shorter ride times and fewer international crowds. Spirit and Frontier frequently offer the lowest base fares from LGA, but always check the full baggage fee breakdown before booking.

🌴 Caribbean and Mexico Deals

These warm-weather routes are incredibly popular right now as New Yorkers look to escape the cold. Midweek dates in April offer the best prices - avoid weekends and school holiday peaks if you want the cheapest fares.

JFK - San Juan, Puerto Rico (SJU) - $267 round-trip - Delta Air Lines. Apr 14-21. Direct, 4h 2m.

JFK - San Juan, Puerto Rico (SJU) - $307 round-trip - Delta Air Lines. Apr 13-20. Direct, 4h 21m.

EWR - San Juan, Puerto Rico (SJU) - $292 round-trip - United Airlines. May 13-20. Direct, 4h 5m. Near Memorial Day.

JFK - Punta Cana, Dominican Republic (PUJ) - $354 round-trip - JetBlue. Apr 14-21. Direct, 4h 0m.

JFK - Cancun, Mexico (CUN) - $357 round-trip - JetBlue. Apr 14-21. Direct, 4h 5m.

JFK - Cancun, Mexico (CUN) - $380 round-trip - JetBlue. May 12-19. Direct, 4h 12m. Near Memorial Day.

JFK - Nassau, Bahamas (NAS) - $381 round-trip - JetBlue. Apr 14-21. Direct, 3h 9m.

JFK - Nassau, Bahamas (NAS) - $411 round-trip - Delta Air Lines. Mar 13-20. Direct, 3h 22m. Fly in 2 weeks.

JFK - Aruba (AUA) - $319 round-trip - Delta Air Lines. Apr 14-21. Direct, 4h 40m. Best Aruba fare this week.

EWR - Cancun, Mexico (CUN) - $409 round-trip - United Airlines. May 13-20. Direct, 4h 6m.

New York Airport Tip: JFK is by far the best New York airport for Caribbean and Mexico routes. JetBlue dominates these routes out of JFK with competitive pricing and frequent nonstop service. Newark is worth checking for San Juan and Cancun if you're in New Jersey or the western boroughs - United offers solid nonstop options. These Caribbean routes book fast in winter, so the earlier you lock in your dates the better.

Tip: Many of these Caribbean and Mexico routes can also be booked with miles or points. Award Travel Finder tracks the best award flight redemptions daily - worth checking before you pay cash for a Caribbean trip.

🇪🇺 Europe Deals

Spring is an excellent time to visit Europe before the summer crowds arrive. This week's Europe fares from JFK and Newark are in the $577 to $817 range for economy nonstops - reasonable for transatlantic travel in late March and early April.

JFK - Paris CDG - $577 round-trip - JetBlue. Mar 30 - Apr 6. Direct, 7h 35m. Spring in Paris.

EWR - Paris CDG - $726 round-trip - United Airlines. Mar 30 - Apr 6. Direct, 7h 30m.

EWR - Paris CDG - $762 round-trip - United Airlines. Mar 6-9 (next week, long weekend). Direct, 7h 40m.

JFK - Rome FCO - $621 round-trip - Alitalia. Mar 30 - Apr 6. Direct, 8h 35m. Spring Rome.

JFK - Rome FCO - $802 round-trip - Alitalia. Mar 5-8 (next week, short trip). Direct, 8h 30m.

JFK - Frankfurt FRA - $650 round-trip - Condor. Mar 6-9 (next week). Direct, 7h 30m. Short getaway.

JFK - Frankfurt FRA - $700 round-trip - Condor. Mar 30 - Apr 6. Direct, 7h 45m.

JFK - Lisbon LIS - $732 round-trip - TAP Portugal. Mar 30 - Apr 6. Direct, 7h 10m. Spring in Lisbon.

JFK - Madrid MAD - $757 round-trip - American Airlines. Mar 7-10 (weekend trip, next week). Direct, 7h 0m.

JFK - Athens ATH - $710 round-trip - Delta Air Lines. Mar 10-13 (short trip, next week). Direct, 9h 30m.

JFK - Barcelona BCN - $781 round-trip - Miami Air International. Mar 28 - Apr 4 (weekend to weekend). Direct, 7h 35m.

JFK - London Heathrow LHR - $817 round-trip - Virgin Atlantic. Mar 6-9 (next week, long weekend). Direct, 6h 50m.

New York Airport Tip: JFK is the undisputed king for transatlantic routes. It has the most direct Europe flights of any New York airport with more airline options and better pricing. Newark is a solid alternative for Paris if you're based in New Jersey - United runs a strong nonstop service. LaGuardia has no transatlantic flights.

Earning miles on these transatlantic flights? Miles and Points Daily breaks down the best credit card sign-up bonuses every day - a strong travel card could earn you enough points to cover your next Europe trip entirely in Business Class.

🌏 Asia-Pacific Deals

Long-haul Asia routes from JFK this week. These are all economy fares on nonstop flights - always an impressive feat given the distances involved. The Delhi fare via Air India is the standout value in this region.

JFK - Delhi DEL - $827 round-trip - Air India. May 13-20. Direct, 15h 50m. Best Delhi economy fare this week.

JFK - Hong Kong HKG - $1,212 round-trip - Cathay Pacific. Mar 12-19. Direct, 16h 25m. Fly in 2 weeks.

JFK - Tokyo Haneda HND - $1,406 round-trip - American Airlines. Mar 12-19. Direct, 14h 35m. Best Tokyo fare this week.

JFK - Seoul Incheon ICN - $1,524 round-trip - Korean Air. Mar 12-19. Direct, 15h 40m. Fly in 2 weeks.

New York Airport Tip: All Asia-Pacific nonstops depart from JFK. Newark has some connecting Asia services via United but no nonstop options to Tokyo, Hong Kong, or Seoul. If you want the fastest journey to Asia, JFK is your only New York option for nonstop flights.

Before booking cash fares to Asia, it's worth checking Award Travel Finder - long-haul routes like JFK to Tokyo and JFK to Hong Kong frequently appear as award redemptions at excellent value, sometimes in Business Class for well under $2,000 worth of points.

This Week's New York Airport Summary

LaGuardia (LGA) - Best for: Domestic routes. Top deal: Chicago from $74 round-trip on Spirit. Great option for Manhattan and Queens residents heading to Chicago or Miami.
JFK - Best for: Everything - Caribbean, Europe, Asia, Domestic. Most nonstop options and best long-haul pricing of any New York airport.
Newark (EWR) - Best for: Paris (United nonstop), Puerto Rico, Cancun. Good option if you're in New Jersey or want to avoid JFK crowds.

💼 Business Class and First Class Deals - Premium

This week's premium cabin deals from New York's airports. These are nonstop Business Class fares at prices well below what you'd typically see. Whether you're treating yourself or using a premium card travel credit, these represent genuine value in the pointy end of the plane.

Business Class Highlights This Week

JFK - Aruba (AUA) - Business Class - $1,077 round-trip - Delta Air Lines. May 13-20. Direct, 4h 55m. Best Business Class value this week - Aruba in Delta One at this price is exceptional. Typical high is $1,765.

JFK - Aruba (AUA) - Business Class - $1,554 round-trip - Delta Air Lines. Mar 14-21 (weekend trip, 2 weeks away). Direct, 4h 37m. Typical high is $1,865.

JFK - Aruba (AUA) - Business Class - $1,638 round-trip - Delta Air Lines. Apr 14-21. Direct, 4h 40m.

JFK - Tel Aviv (TLV) - Business Class - $4,453 round-trip - Arkia. May 12-19. Direct, 10h 30m. Save $617 vs typical high of $8,334. Near Memorial Day.

JFK - Tel Aviv (TLV) - Business Class - $4,853 round-trip - Arkia. Apr 14-21. Direct, 10h 30m.

JFK - Tel Aviv (TLV) - Business Class - $5,083 round-trip - El Al. Apr 12-19 (weekend to weekend). Direct, 10h 20m.

JFK - Delhi (DEL) - Business Class - $4,230 round-trip - American Airlines. Apr 13-20. Direct, 14h 45m. Typical high is $5,628. Flat-bed seat on a 15-hour nonstop - compelling value.

JFK - Delhi (DEL) - Business Class - $4,355 round-trip - American Airlines. May 12-19. Direct, 14h 45m. Near Memorial Day.

JFK - Delhi (DEL) - Business Class - $5,005 round-trip - American Airlines. May 13-20. Direct, 14h 45m.

JFK - Delhi (DEL) - Business Class - $5,356 round-trip - Air India. May 13-20. Direct, 15h 50m.

JFK - Hong Kong (HKG) - Business Class - $5,538 round-trip - Cathay Pacific. Apr 14-21. Direct, 15h 55m. Cathay Pacific Business Class is widely regarded as one of the best in the sky. Typical high is $5,731.

Premium Middle East Economy Deals

JFK - Abu Dhabi (AUH) - $877 round-trip economy - Etihad Airways. Mar 12-19. Direct, 12h 30m. Fly in 2 weeks.

JFK - Tel Aviv (TLV) - $1,319 round-trip economy - Delta Air Lines. Mar 14-21 (weekend trip, 2 weeks away). Direct, 10h 35m.

EWR - Tel Aviv (TLV) - $1,446 round-trip economy - United Airlines. Mar 13-20. Direct, 10h 25m. Newark option for Tel Aviv.

New York Airport Strategies - Premium Guide

A quick breakdown of which New York airport to use for each type of trip, plus practical transit tips to help you get there without the stress.

JFK - Best For Long-Haul and International Travel

Best airport for: Europe, Caribbean, Asia, Middle East, South America - all nonstop routes
Airlines: JetBlue (home base), Delta, American, United, Virgin Atlantic, Air India, Cathay Pacific, Etihad, Korean Air, ANA, JAL, TAP, Condor and more
Transit tip: Take the AirTrain from Jamaica or Howard Beach subway stations. From Midtown Manhattan, allow 60-75 minutes via subway plus AirTrain. Taxi from Midtown takes 45-90 minutes depending on traffic.
Hidden gem: JetBlue's T5 has the best airport food options at JFK and is far less crowded than T4. If flying JetBlue, arrive early and enjoy the Shake Shack.

Newark (EWR) - Best for New Jersey Residents and United Flyers

Best airport for: Paris, Tel Aviv, San Juan, Cancun - United's hub with strong nonstop European network
Airlines: United Airlines dominates, plus many international carriers
Transit tip: NJ Transit train from Penn Station runs directly to Newark Airport station, then a short AirTrain hop to the terminal. Allow 45-60 minutes from Midtown Manhattan. Often faster and cheaper than a taxi.
Hidden gem: United Polaris lounge at EWR is one of the best airport lounges on the East Coast - worth visiting if you have a Priority Pass or are flying Business Class on United.

LaGuardia (LGA) - Best for Domestic Routes

Best airport for: Domestic US only - Chicago, Miami, Boston, Atlanta, Dallas, Los Angeles, Las Vegas
Airlines: Delta (biggest presence), American, Spirit, Frontier, Southwest
Transit tip: No direct subway or train connection. Take the M60 bus from 125th Street (free with MetroCard) or the M60 from Broadway. Rideshare from Midtown typically takes 30-45 minutes - faster than JFK or EWR.
Hidden gem: Delta's Terminal C at LGA was recently rebuilt and is one of the nicest domestic terminals in the US. If you're flying Delta domestically, LGA beats JFK hands down for the experience.

Want to maximize miles on every flight from these New York airports? Miles and Points Daily publishes daily breakdowns of the best credit card bonuses, transfer partners, and earning strategies - essential reading if you're flying regularly from JFK, EWR, or LGA.

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