$174 Cheap flight deals from Chicago (CHI) to Paintsville (LEX)
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Airfares from $174 One Way, $236 Round Trip from Chicago to Paintsville
Prices starting at $236 for return flights and $174 for one-way flights to Paintsville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Paintsville economy flight packages
Comfort Inn & Suites Springfield
Sep 30 - Oct 3
Chicago (CHI) to Lexington (LEX)
Reviewed on Jul 29, 2026
Wildflower Ranch Inn
Sep 30 - Oct 3
Chicago (CHI) to Lexington (LEX)
Reviewed on Apr 18, 2026
1851 Historic Maple Hill Manor B&B
Sep 30 - Oct 3
Chicago (CHI) to Lexington (LEX)
Reviewed on Jun 23, 2026
More About Flying To Paintsville from Chicago
Route Information for Flights from Chicago to Paintsville
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | LEX |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Paintsville
Great Deals on Flights From Chicago to Paintsville
Spend more of your time and money at Paintsville instead of sitting at your computer, searching for discount Chicago to Paintsville flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Chicago to Paintsville.
Flights That Fit Your Budget
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Paintsville 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.