
$338 Cheap flight deals from Chicago (CHI) to Tupelo (TUP)
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Airfares from $338 One Way, $4,911 Round Trip from Chicago to Tupelo
Prices starting at $4,911 for return flights and $338 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

La Quinta Inn & Suites by Wyndham Olive Branch
Jul 18 - Jul 20
Chicago (CHI) to Tupelo (TUP)
Reviewed on Jun 12, 2025

Holiday Inn Express & Suites Olive Branch by IHG
Jul 18 - Jul 20
Chicago (CHI) to Tupelo (TUP)
Reviewed on Nov 20, 2023
Tupelo packages with premium economy flights

La Quinta Inn & Suites by Wyndham Olive Branch
Jul 25 - Jul 27
Chicago (MDW) to Tupelo (TUP)
Reviewed on Jun 12, 2025
More About Flying To Tupelo from Chicago
Route Information for Flights from Chicago to Tupelo
Origin Airport IATA Code | CHI |
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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.