$25 Cheap flight deals from Bowling Green (BNA) to Chicago (CHI)

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This Weekend's Flight Deals from Bowling Green to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 18 - Mon, Oct 20
BNA
Nashville Intl.
ORD
O'Hare Intl.
$218 Roundtrip, found 7 hours ago
$218
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sat, Oct 18 from Nashville Intl. to O'Hare Intl., returning Mon, Oct 20, priced at $218 found 7 hours ago
Sun, Oct 19 - Mon, Oct 20
BNA
Nashville Intl.
MDW
Midway Intl.
$635 Roundtrip, found 22 hours ago
$635
Roundtrip
found 22 hours ago
Select Delta flight, departing Sun, Oct 19 from Nashville Intl. to Midway Intl., returning Mon, Oct 20, priced at $635 found 22 hours ago

Airfares from $25 One Way, $49 Round Trip from Bowling Green to Chicago

Prices starting at $49 for return flights and $25 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 6 - Mon, Nov 10
BNA
Nashville
ORD
Chicago
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Nov 6 from Nashville to Chicago, returning Mon, Nov 10, priced at $49 just found
Thu, Nov 13 - Sun, Nov 16
BNA
Nashville
ORD
Chicago
$57 Roundtrip, found 9 hours ago
$57
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Nashville to Chicago, returning Sun, Nov 16, priced at $57 found 9 hours ago
Thu, Oct 23 - Mon, Oct 27
BNA
Nashville
ORD
Chicago
$87 Roundtrip, found 5 hours ago
$87
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Oct 23 from Nashville to Chicago, returning Mon, Oct 27, priced at $87 found 5 hours ago
Mon, Nov 17 - Wed, Nov 19
BNA
Nashville
MDW
Chicago
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Nov 17 from Nashville to Chicago, returning Wed, Nov 19, priced at $99 found 2 days ago
Thu, Nov 27 - Tue, Dec 2
BNA
Nashville
ORD
Chicago
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Nov 27 from Nashville to Chicago, returning Tue, Dec 2, priced at $99 found 2 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
4.0-star property

Sheraton Grand Chicago Riverwalk

8.4/10 Very Good! (1,488 reviews)

Dec 11 - Dec 14

3 night stay

Nashville (BNA) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Nashville (BNA)

American Airlines • Coach
Save 100% on your flight
Price was $459, price is now $321 per person
$321
per person
found 21 hours ago
Bell Hops were very helpful. AC worked very well. Not enough towels. Toilet didn’t flush even after we asked someone to fix it. Elevators were a disaster. Took over 10 minutes to get up and down every time tried to go up and down. Once thought we might be late for a dinner reservation.

Reviewed on Jul 5, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Dec 11 - Dec 14

3 night stay

Nashville (BNA) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Nashville (BNA)

American Airlines • Coach
Save 100% on your flight
Price was $1,015, price is now $621 per person
$621
per person
found 10 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 22 - Nov 24

2 night stay

Nashville (BNA) to Chicago (ORD)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $567, price is now $362 per person
$362
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

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Chicago first class flight packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile
3.0-star property

Courtyard by Marriott Chicago Magnificent Mile

8.8/10 Excellent! (1,530 reviews)

Nov 20 - Nov 24

4 night stay

Nashville (BNA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $754, price is now $601 per person
$601
per person
found 8 hours ago
Staff was not helpful and when called for housekeeping they did not show up. Had to call 2 days until they showed up.

Reviewed on Aug 26, 2025

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,344 reviews)

Nov 20 - Nov 24

4 night stay

Nashville (BNA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $916, price is now $712 per person
$712
per person
found 8 hours ago
Great location, wonderful views and attentive staff made this an enjoyable stay. Super convenient for enjoying the sites of an amazing city.

Reviewed on Sep 16, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,826 reviews)

Nov 20 - Nov 24

4 night stay

Nashville (BNA) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $815, price is now $650 per person
$650
per person
found 8 hours ago
Fantastic stay, amazing location.

Reviewed on Jun 25, 2025

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More About Flying To Chicago from Bowling Green

Route Information for Flights from Bowling Green to Chicago

Origin Airport IATA Code
BNA
Destination Airport IATA Code
CHI
Distance
409 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, Air New Zealand, United Airlines, Alaska Airlines, Frontier Airlines, Southwest Airlines, Turkish Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, Spirit Airlines, Gulf Air, British Airways
Earliest Flight Arrival
12:30PM UTC
Latest Flight Arrival
3:49AM UTC

Bowling Green to Chicago

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Frequently asked questions

Are there non-stop flights from Bowling Green to Chicago?
Fasten your seat belt and enjoy a stress-free flight with one of the 3 airlines that fly direct from Nashville Intl. Airport (BNA) to O'Hare Airport. We've come up with a list of well-known carriers to choose from:

  • American Airlines
  • United Airlines
  • Southwest Airlines

What is the shortest flight from Bowling Green to Chicago?
It can take as little as 1 hour and 35 minutes to travel from Nashville, TN (BNA-Nashville Intl.) to ORD. Take a seat and enjoy the ride, because you'll be landing in no time.
What airlines fly from Bowling Green to Chicago most frequently?
The carriers that fly frequently between Nashville, TN (BNA-Nashville Intl.) and O'Hare Intl. Airport (ORD) include American Airlines (AA). This well-known option operates 195 flights on the route each month. If you can't find the right flight for you there, take a look at the airfares with United Airlines (UA). This carrier is a fantastic alternative and offers 152 flights from Bowling Green to Chicago each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.