New York → Chicago flights
New York (EWR, JFK, LGA)→Chicago (CGX, DPA, MDW, ORD, PWK, RFD)
from$145
Last observed price · Last checked: 11 Aug 2026 · Price may change
Selected search
Last checked: 11 Aug 2026 · Price may change
$145
Tue 1 Dec 2026 → Tue 8 Dec 2026
Southwest AirlinesNon-stop7 nights
CheapestLast checked: 11 Aug 2026 · Price may change
$145 lowest$213 average2h 35m fastest
Tickets found in the last 7 days
The lowest fares our queries caught, cheapest first.
SA$145Cheapest1 Dec 2026 → 8 Dec 2026Southwest Airlines · Non-stop · 08:30 - 11:05 · 2h 35mLast checked: 11 Aug 2026 · Price may change7 nightsView ticket →SA$15029 Sep 2026 → 5 Oct 2026Southwest Airlines · Non-stop · 06:00Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →JE$15110 Sep 2026 → 14 Sep 2026JetBlue · Non-stop · 08:10Last checked: 11 Aug 2026 · Price may change4 nightsView ticket →JE$1593 Oct 2026 → 10 Oct 2026JetBlue · Non-stop · 08:10Last checked: 11 Aug 2026 · Price may change7 nightsView ticket →SA$16716 Sep 2026 → 26 Sep 2026Southwest Airlines · Non-stop · 10:55Last checked: 11 Aug 2026 · Price may change10 nightsView ticket →FA$16827 Aug 2026 → 2 Sep 2026Frontier Airlines · 1 stop · 05:55Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →SA$17121 Sep 2026Southwest Airlines · Non-stop · 06:00Last checked: 11 Aug 2026 · Price may changeOne wayView ticket →JE$17218 Sep 2026 → 21 Sep 2026JetBlue · Non-stop · 20:05Last checked: 11 Aug 2026 · Price may change3 nightsView ticket →
Starting prices by month
The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.
Observed priceLowest monthno price observedLast checked: 11 Aug 2026
New York → ChicagoTue 1 Dec 2026 · $145
Find flightsRoute facts
Direct flights
Non-stop
EWR - CGX, 2h 35m
Airlines seen
5
American Airlines, JetBlue, Frontier Airlines, United Airlines
Cheapest month
December 2026
$145
Average observed
$213
Typical duration
2h 35m
Alternative airports
7
JFK, LGA, DPA, MDW, ORD, PWK, RFD
Frequently asked
Are there direct flights from New York to Chicago?+−
Yes. We have seen non-stop flights on this route, flown by American Airlines, JetBlue, Spirit Airlines, United Airlines, Southwest Airlines.
How much is a flight from New York to Chicago?+−
The lowest fare we have observed is $145, found on 11 Aug 2026. Prices move, so read it as a floor rather than a quote.
Which airlines fly from New York to Chicago?+−
These are the carriers we have seen on the route: American Airlines, JetBlue, Frontier Airlines, United Airlines, Southwest Airlines.
When is the cheapest month to fly from New York to Chicago?+−
In our observations December 2026 is the cheapest month so far, at $145.
Similar routes
Last checked: 11 Aug 2026