Cheap flights from Nashville to Chicago
from 42 US$
From 237 USD — compare hundreds of airlines
The cheapest month is usually 2026-09 · 42 US$
See prices for my dates →Live fares from 100+ sites — free, with no hidden fees.
About this route
Compare flights from Nashville to Chicago, a about 644 km route (around 1h 18m nonstop). We gather live prices from hundreds of airlines and agencies so you can find the cheapest and book on the official site, with no hidden fees. Direct flights are available. Airlines such as American Airlines, United Airlines, Southwest Airlines operate this route.
When to buy and when to fly
Prices by date
Fares found by date — cheapest days in green.
How to get the best price
Airlines on this route
FAQ
What's the cheapest month to fly Nashville to Chicago?
It's usually 2026-09, from 42 USD. Use the price calendar to compare other dates.
How long is the flight from Nashville to Chicago?
A nonstop flight takes about 1h 18m and covers around 644 km. Connecting itineraries take longer.
Are there direct flights from Nashville to Chicago?
Yes, this route has nonstop flights. Filter by "nonstop" to see them.
Which airlines fly from Nashville to Chicago?
American Airlines, United Airlines, Southwest Airlines operate this route, among others. Compare them all in the results.
When should I book Nashville–Chicago flights?
As a rule of thumb, booking 3–8 weeks ahead and avoiding weekends and holidays tends to give the best prices. Use the calendar to spot the cheapest dates.
Compare your dates in seconds
Nashville → Chicago · Live fares from 100+ sites — free, with no hidden fees.