To Chicago

Cheap Flights from Nashville to Chicago

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Deals from

Nashville

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Nashville to Chicago

Explore current cheapest deals departing from Nashville to Chicago

Round trip

Sort by: Cheapest

July 16 - July 19

Cheapest

Best

BNA - Chicago

$206

$64

Round trip

July 9 - July 12

Cheapest

Best

Earliest

BNA - Chicago

$208

$64

Round trip

August 13 - August 16

BNA - Chicago

$128

$65

Round trip

July 9 - August 2

Earliest

BNA - Chicago

$175

$69

Round trip

July 9 - July 19

Earliest

BNA - Chicago

$185

$69

Round trip

July 30 - August 9

BNA - Chicago

$178

$69

Round trip

July 9 - July 16

Earliest

BNA - Chicago

$200

$69

Round trip

July 23 - August 9

BNA - Chicago

$174

$69

Round trip

August 13 - August 23

BNA - Chicago

$112

$72

Round trip

August 13 - August 30

BNA - Chicago

$107

$72

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Nashville to Chicago

A typical journey from Nashville to Chicago takes about 15h 49m, including connections. Given that most itineraries for this route involve at least one stopover, this duration reflects the common travel experience. When connecting, the median number of stopovers is 2.

Right now, if you are looking for cheap flights from Nashville to Chicago, fares are above the typical level. Prices for this route typically range from $130–$422, with a median of $252. Approximately 22% of recent fares were classified as a good price. New deals appear almost daily for this route, indicating frequent opportunities to find better prices.

The cheapest time to fly from Nashville to Chicago is often in September, with a median fare of $157. August also offers competitive pricing, with a median of $160, followed by January at a median of $169. These months tend to present the most budget-friendly options for travelers.

Most itineraries for flights from Nashville to Chicago connect at least once, with only 35.7% of recent fares being direct flights from Nashville to Chicago. For connecting itineraries, the median number of stopovers is 2, which contributes to the overall journey time.

The distance between Nashville and Chicago is 636 km, classifying this as a short-haul route. This relatively short distance means that while some itineraries involve connections, the total air travel time is generally brief before accounting for layovers.

How much is a round trip from Nashville to Chicago

Regular price: $147 - $420

Prices are currently below the regular range for flights from Nashville to Chicago.

The regular price range for flights from Nashville to Chicago is $147 to $420. The current lowest deal is $64 with Allegiant Air for travel from Jul 16-Jul 19.

now $64

Low $147

High $420

The cheapest time to fly from Nashville to Chicago

The cheapest month to fly from Nashville to Chicago is September, with a median price of $157. The most expensive month is March, with a median price of $501. Prices are generally lower from January to December.

September

Cheapest

Flights from $157

March

Most Expensive

Flights from $501

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Nashville to Chicago

Allegiant Air

Last-minute flights going from Nashville to Chicago

Wed, Jun 24

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (ORD)

Contour Airlines

$271

$174

One-way

Thu, Jun 25

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (RFD)

Allegiant Air

$169

$109

One-way

Thu, Jul 2

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (RFD)

Allegiant Air

$174

$99

One-way

Thu, Jul 2

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (RFD)

Allegiant Air

$186

$99

One-way

Thu, Jul 2

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (RFD)

Allegiant Air

$179

$108

One-way

Thu, Jul 2

⌛ Last-Minute

BNA - Chicago

Nashville (BNA) - Chicago (RFD)

Allegiant Air

$217

$117

One-way

Biggest price drops on these dates for flights from Nashville to Chicago

4 nights

Jul 9 - Jul 13

$336 → $154

54%

2 nights

Jul 5 - Jul 7

$343 → $170

50%

6 nights

Jul 9 - Jul 15

$324 → $154

52%

3 nights

Jul 26 - Jul 29

$322 → $170

47%

Popular Airports to fly from Nashville to Chicago

Nashville - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Nashville to Chicago are below the typical level, with deals from $64.

📅 Best time to fly

September is historically the cheapest month to fly

Historically, September is the cheapest month to fly from Nashville to Chicago, with a median price of $157.

⏱️ Flight duration

Median flight time is 15h 49m

The median flight time from Nashville to Chicago is 15 hours and 49 minutes, covering 636 km.

✈️ Airlines & availability

Connecting flights are dominant for this route

Connecting flights are dominant for this route, with 35.7% direct flights and a median of 2 stopovers.

🏆 Airline highlight

Allegiant Air offers direct flights

Allegiant Air is one airline offering direct flights from Nashville to Chicago.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from Nashville to Chicago are frequent, with over 1 deal per day historically.

Nashville main airports to depart from

Nashville International (BNA)

Cheapest

Nashville International Airport is a good choice for flights to Chicago, offering the cheapest fares.

📍 ~12 km from city center (reachable by car)

💸 Flights from ~$64

Chicago main airports to arrive at

Chicago Rockford International (RFD)

Cheapest

Chicago Rockford International offers a budget-friendly option for flights from Nashville to Chicago.

📍 ~120 km from Chicago (reachable by car)

💸 Flights from ~$64

Chicago Midway International (MDW)

Chicago Midway International is a convenient choice for travelers flying from Nashville to Chicago.

📍 ~15 km from Chicago (reachable by car)

💸 Flights from ~$190

O Hare International (ORD)

O Hare International is a major hub for flights from Nashville to Chicago, offering many connections.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$190

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

MKE is a useful alternative arrival airport for Chicago with high-frequency flight options and direct rail access.

📍 ~100 km from Chicago (reachable by rail)

💸 Flights from ~$223

South Bend International (SBN)

SBN is a useful alternative arrival airport for Chicago, offering easier security and parking with direct rail to downtown.

📍 ~120 km from Chicago (reachable by rail)

💸 Flights from ~$176

Gerald R. Ford International (GRR)

Cheapest

GRR is a useful alternative arrival airport for travelers on the eastern side of the Chicago metro area.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$69

Dane County Regional (MSN)

MSN is a useful alternative arrival airport, offering reliable regional service and less congestion than major Chicago airports.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$266

Fort Wayne International (FWA)

FWA is a useful alternative arrival airport for travelers located in the southeastern Chicago suburbs.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$213

Business & First Class Flight Deals to Chicago

Sep 30

Chicago, United States

44% AI deal score

$479

From BNA

Elite

Sep 01

Chicago, United States

44% AI deal score

$479

From BNA

Elite

Nov 19

Chicago, United States

43% AI deal score

$574

From BNA

Elite

Nov 23

Chicago, United States

43% AI deal score

$585

From BNA

Elite

Jun 25

Chicago, United States

43% AI deal score

$686

$649

Save $37

From BNA

Elite

Sep 01

Chicago, United States

43% AI deal score

$1,863

From BNA

Chicago, United States

41% AI deal score

Chicago, United States

33% AI deal score

$1,642

Frequently Asked Questions About Flights to Chicago

Historically, the best prices for flights from Nashville to Chicago are found when booking 60+ days in advance, with an average price of $187. Booking within 7-13 days of departure typically sees prices around $383. For those booking 0-6 days out, the average price increases to $445. Planning ahead by at least two months can result in significant savings on this route.

Across the trailing quarter, a flight from Nashville to Chicago is considered a good deal if it is priced at or below $130. The median price for this route historically stands at $252. Prices can go up to $422 or more for the higher end of the market. Aiming for a price under $130 generally indicates a favorable fare.

Historically, the cheapest months to fly from Nashville to Chicago are September, with a median price of $157, and August, with a median price of $160. January also offers competitive pricing, with a median of $169. The annual median price for this route is $252, indicating that these months offer notable savings compared to the yearly average.

Related routes

Consider alternative routes from Nashville

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Cheap Flights from Nashville to Chicago

Today’s best flight deals from Nashville to Chicago

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Nashville to Chicago

How much is a round trip from Nashville to Chicago

The cheapest time to fly from Nashville to Chicago

Direct flights from Nashville to Chicago

Last-minute flights going from Nashville to Chicago

Biggest price drops on these dates for flights from Nashville to Chicago

Popular Airports to fly from Nashville to Chicago

Nashville - Chicago route insights

Recent fares are below the typical level

September is historically the cheapest month to fly

Median flight time is 15h 49m

Connecting flights are dominant for this route

Allegiant Air offers direct flights

Deals are frequent for this route

Nashville main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

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Frequently Asked Questions About Flights to Chicago

How far in advance should I book a flight from Nashville to Chicago?

How far in advance should I book a flight from Nashville to Chicago?

How do I know if a Nashville to Chicago flight is a good deal?

How do I know if a Nashville to Chicago flight is a good deal?

What's the cheapest month to fly from Nashville to Chicago?

What's the cheapest month to fly from Nashville to Chicago?

What percentage of Nashville to Chicago flights are direct?