Cheap Flights from Chicago (ORD) to Tupelo (TUP)

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Flights from Chicago (ORD) to Tupelo (TUP)
Origin airport
O'Hare Intl.
Destination airport
Tupelo Regional
Distance
534 mi

Chicago to Tupelo Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Tupelo offer the perfect respite. Not only does exploring Tupelo provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Tupelo may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Tupelo are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Tupelo more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Tupelo is now!

Frequently asked questions

How much is a one-way flight from O'Hare Intl. Airport (ORD) to TUP?
You can pick up one-way Chicago flights to Tupelo starting from only $263. This is based on the best fare found on Expedia for this route with a departure date in the next three months and was updated on May 23 2024 and has not changed since. This particular airfare is for an American Airlines service, departing O’Hare Airport on July 29 2024 and arriving at Tupelo Regional Airport.
Is it cheaper to buy a plane ticket from ORD to Tupelo Regional Airport last minute?
When it’s time to book your flights, being prepared pays dividends. While you may be able to find a last-minute deal on an O’Hare Airport to Tupelo Regional Airport flight, fares usually don’t get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international trips it’s three to four months.
What is the cheapest airline flying from O'Hare Airport to Tupelo Regional Airport (TUP) in the next 90 days?
With tickets starting at $173 for a flight from Chicago to Tupelo, American Airlines is the cheapest airline found on Expedia. This price is based on airfares found on Expedia with a departure date within the next 90 days and was updated on June 2 2024 and has not changed since. The flight jets off from O’Hare Airport on July 3 2024 and lands at Tupelo Regional Airport.
What airports do you fly into for Tupelo from Chicago?
With Tupelo Regional Airport (TUP), Golden Triangle Regional Airport (GTR) and University, MS (UOX-University - Oxford) to choose from, connecting from Chicago to Tupelo is no sweat. The city’s busiest terminal, Tupelo Regional Airport (TUP), is approximately 4 mi west of the downtown area. Along with the price of tickets, consider factors like public transportation options from the airport and the distance to your hotel when deciding where to fly into. Get your Tupelo vacation off to a terrific start by visiting Elvis Presley Center and BancorpSouth Arena.
Can I change the date of my flight from ORD to TUP?
We know plans can get upended, so Expedia is here to help make amending your flight as easy as possible. First, find your O’Hare Intl. Airport (ORD) to TUP itinerary through the Expedia Trips portal and read the fare rules to see if change fees apply. If you booked your ticket in the last 24 hours, some carriers will allow you to cancel for free and organize new flights. If you booked more than 24 hours ago, contact us via our Customer Service portal to see how we can assist.
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