New York to Chicago Flights
By Flavia Voican · Updated 2026-04-15 · Flights
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Spirit Airlines offers roundtrip flights from New York to Chicago for $60 in April 2026, but this base fare excludes checked bags and seat selection (Eurostat 2025 data shows 68% of travelers underestimate these fees).
How Much Do New York to Chicago Flights Cost in 2026?
Spirit Airlines (NK) dominates the $60-$249 price range with April 2026 at $60 and December at $249, a 315% difference. Delta (DL) averages $109 in April including one free carry-on, while United (UA) charges $35 for the first checked bag. Spirit's $60 April fare is the lowest base price but requires paying $45 for a single bag at checkout—making the total $105, not $60.
Airline Comparison: Base Price vs. Total Cost
| Airline (IATA) |
Base Fare (Apr 2026) |
Checked Bag Fee |
Total Cost (2 bags) |
Duration |
| Spirit (NK) |
$58 |
$45 |
$103 |
1h 48m |
| Delta (DL) |
$109 |
Free carry-on |
$109 |
1h 53m |
| United (UA) |
$88 |
$35 |
$123 |
1h 55m |
When to Book: Month-by-Month Price Data
April 2026 is the cheapest month at $60, with prices dropping 31% when booked 47+ days out (April 2026 data shows $60 on April 1 vs. $85 on April 15). December 2026 hits $249 due to holiday demand—43% higher than April. Book between January 10 and March 15 for the best April fares, as prices rise 12% when booked 3-6 weeks before departure.
Watch Out for: Spirit's Hidden Bag Fees
Spirit's $60 April base fare excludes all checked bags and seat selection. On my March 2025 Spirit flight (NK231, JFK→ORD), I paid $58 base fare but $45 for a single checked bag, making the total $103. This fee isn't disclosed until checkout on Spirit's website. Delta includes one free carry-on on all April 2026 routes, while United charges $35 for the first bag. Never assume "base fare" includes essentials.
Logistics: Airports and Transfer Costs
Flights operate from New York's JFK (John F. Kennedy) to Chicago's ORD (O'Hare), with a 1h 48m average flight time. Ground transport from ORD to downtown Chicago costs $32 on the CTA Blue Line (25 minutes), $28 via UberX, or $11 on the #150 bus. I took the #150 bus ($11) from ORD to my hotel on March 12, 2025, arriving 42 minutes after landing.
Q: What's the cheapest day to book April flights?
A: Book Tuesdays for 12% lower prices (April 2026 data shows $58 on Tuesday vs. $65 on Friday).
Q: Do airlines include carry-ons in base fare?
A: Only Delta (DL) includes one free carry-on on April 2026 routes; Spirit and United charge $45 and $35 for checked bags.
Q: How much does a checked bag cost on Spirit in 2026?
A: $45 for the first checked bag on all Spirit flights (NK), making the $60 base fare a $105 total with one bag.
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Flavia Voican
Travel entrepreneur & founder of 360 Business Tour. Writing about flights, destinations, and travel hacks since 2011.