
$67 Cheap flight deals from Chicago (CHI) to Milton (PNS)
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This Weekend's Flight Deals from Chicago to Milton
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $67 One Way, $148 Round Trip from Chicago to Milton
Prices starting at $148 for return flights and $67 for one-way flights to Milton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Milton economy flight packages

The Island Resort at Fort Walton Beach
Dec 21 - Dec 27
Chicago (CHI) to Pensacola (PNS)
Pensacola (PNS) to Chicago (CHI)
Reviewed on Sep 10, 2025

The Original Romar House B&B Inn
Dec 28 - Jan 2
Chicago (CHI) to Pensacola (PNS)
Pensacola (PNS) to Chicago (CHI)
Reviewed on Jun 10, 2025
Milton first class flight packages

OYO Hotel Pensacola I-10 & Hwy 29
Dec 25 - Dec 28
Chicago (ORD) to Pensacola (PNS)
Reviewed on Jun 29, 2023

The Pensacola Beach Resort
Dec 25 - Dec 28
Chicago (ORD) to Pensacola (PNS)
Reviewed on Oct 20, 2025

Pensacola Suites Hotel
Dec 25 - Dec 28
Chicago (ORD) to Pensacola (PNS)
Reviewed on Aug 28, 2025
More About Flying To Milton from Chicago
Route Information for Flights from Chicago to Milton
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PNS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Milton
If you are looking to get guaranteed low prices for Chicago to Milton flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Milton if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
Orbitz for Business Helps Corporations save Money
Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Milton. We fine- tune your needs for Chicago to Milton flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.
Using Online Check-In Makes Flying Simple
You can use the Orbitz website to check-in for your flights from Chicago to Milton. You can also make changes to your schedule or even cancel a flight.
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Milton 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.




