
Cheap flight deals from Chicago (CHI) to Tupelo (TUP)
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Airfares from One Way, $516 Round Trip from Chicago to Tupelo
Prices starting at $516 for return flights and for one-way flights to Tupelo were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tupelo economy flight packages

Home Inn Woods Hotel
Feb 13 - Feb 16
Chicago (MDW) to Tupelo (TUP)
Reviewed on Dec 1, 2025

Holiday Inn Express & Suites Olive Branch by IHG
Feb 13 - Feb 16
Chicago (MDW) to Tupelo (TUP)
Reviewed on Nov 20, 2023

Hilton Garden Inn Olive Branch, MS
Feb 6 - Feb 8
Chicago (ORD) to Tupelo (TUP)
Reviewed on Jan 14, 2023
More About Flying To Tupelo from Chicago
Route Information for Flights from Chicago to Tupelo
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | TUP |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Tupelo
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Frequently asked questions
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Tupelo Airports
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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.

