A row of parked cars in front of a furniture store named Pyron's.

$232 Cheap Flights from Chicago (CHI) to Natchez (HEZ)

View $232 flight on Thu, Dec 3, 2026

Popular airlines from Chicago to Natchez, MS (HEZ-Adams County)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash

    Learn about One Key

  • Find the cheapest flights on Expedia from Chicago (CHI) to Natchez (HEZ). Flight ticket prices change frequently based on availability and demand. We send price‑drop alerts to make air travel simple and flexible. The lowest one-way fare found on Expedia for this route in the past 7 days starts at $232 for travel on December 3, 2026.

    Cheap Flights from Chicago to Natchez (CHI-HEZ)

    Prices were available within the past 7 days and start at $232 for one-way flights and $374 for roundtrip, for the period specified. Prices and availability are subject to change.

    All deals

    One way

    Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $374 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $387 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $474 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $487 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $544 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Fri, Dec 11 from Chicago to Natchez, returning Mon, Dec 14, priced at $557 Found 2 hours ago

    Fri, Dec 11 - Mon, Dec 14 · ORD · HEZ · Roundtrip

    Select United flight, departing Wed, Dec 9 from Chicago to Natchez, returning Sat, Dec 12, priced at $558 Found 5 days ago

    Wed, Dec 9 - Sat, Dec 12 · ORD · HEZ · Roundtrip

    Select United flight, departing Wed, Dec 9 from Chicago to Natchez, returning Sat, Dec 12, priced at $573 Found 5 days ago

    Wed, Dec 9 - Sat, Dec 12 · ORD · HEZ · Roundtrip

    Select United flight, departing Wed, Dec 9 from Chicago to Natchez, returning Sat, Dec 12, priced at $578 Found 5 days ago

    Wed, Dec 9 - Sat, Dec 12 · ORD · HEZ · Roundtrip

    Select United flight, departing Thu, Jan 14 from Chicago to Natchez, returning Mon, Jan 18, priced at $583 Found 1 day ago

    Thu, Jan 14 - Mon, Jan 18 · ORD · HEZ · Roundtrip

    Book with confidence

    Chicago to Natchez Flights

    The cheapest times to fly from Chicago to Natchez

    On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Natchez are during the month of December. You can find some of the cheapest flights from Chicago to Natchez with Expedia's search tool and vast selection of airlines.

    The best time to book a flight from Chicago to Natchez

    Sunday is one of the best days to book for cheap flights from Chicago to Natchez: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

    How to find cheap round-trip tickets from Chicago to Natchez

    Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Natchez in 2026. You can also book with separate airlines for your outbound and return journeys, from $232 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

    Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Natchez flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

    You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Natchez airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

    *Terms apply.

    Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

    Travel information

    Origin airportChicago Midway Airport
    Destination airportNatchez, MS
    Distance729 miles away
    Roundtrip price$374

    Explore a world of travel with Expedia

    *Available to One Key members.