*ALL-IN fares includes taxes, fees, and surcharges except applicable Philippine Travel Tax which at passenger's option can be added separately during or after the booking.
Explore flights from Chicago with Philippine Airlines
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1 Passenger, All Cabins
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Enjoy amazing fare deals from Chicago!
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Chicago (MDW)to
Manila (MNL)05 Oct 2026 - 19 Oct 2026
From
USD 1,061
Seen: 15 hrs ago
Round-trip
Economy
Chicago (MDW)to
Manila (MNL)05 Oct 2026 - 28 Oct 2026
From
USD 1,061
Seen: 1 day ago
Round-trip
Economy
Chicago (ORD)to
Manila (MNL)07 Oct 2026 - 11 Nov 2026
From
USD 1,262
Seen: 1 day ago
Round-trip
Economy
Chicago (ORD)to
Manila (MNL)16 Sep 2026 - 11 Nov 2026
From
USD 1,262
Seen: 1 day ago
Round-trip
Economy
Chicago (ORD)to
Cagayan De Oro City (CGY)06 Sep 2026 - 13 Sep 2026
From
USD 1,424
Seen: 1 day ago
Round-trip
Economy
Chicago (ORD)to
Cagayan De Oro City (CGY)03 Sep 2026 - 17 Sep 2026
From
USD 1,459
Seen: 18 hrs ago
Round-trip
Economy
Chicago (ORD)to
Iloilo City (ILO)09 Oct 2026 - 23 Oct 2026
From
USD 1,600
Seen: 1 day ago
Round-trip
Economy
Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Quoted fares includes taxes, fees, and surcharges except PH Travel Tax which is added at the passenger's option during or after the booking.
International Flight Deals from Chicago!
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Chicago (MDW)to
Manila (MNL)05 Oct 2026 - 19 Oct 2026FromUSD 1,061Seen: 15 hrs agoRound-tripEconomyChicago (MDW)to
Manila (MNL)05 Oct 2026 - 28 Oct 2026FromUSD 1,061Seen: 1 day agoRound-tripEconomyChicago (ORD)to
Manila (MNL)07 Oct 2026 - 11 Nov 2026FromUSD 1,262Seen: 1 day agoRound-tripEconomyChicago (ORD)to
Manila (MNL)16 Sep 2026 - 11 Nov 2026FromUSD 1,262Seen: 1 day agoRound-tripEconomyChicago (ORD)to
Cagayan De Oro City (CGY)06 Sep 2026 - 13 Sep 2026FromUSD 1,424Seen: 1 day agoRound-tripEconomyChicago (ORD)to
Cagayan De Oro City (CGY)03 Sep 2026 - 17 Sep 2026FromUSD 1,459Seen: 18 hrs agoRound-tripEconomyChicago (ORD)to
Iloilo City (ILO)09 Oct 2026 - 23 Oct 2026FromUSD 1,600Seen: 1 day agoRound-tripEconomy
Chicago (ORD)to
General Santos City (GES)01 Oct 2026 - 09 Oct 2026FromUSD 2,413Seen: 1 day agoRound-tripEconomy
Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Quoted fares includes taxes, fees, and surcharges except PH Travel Tax which is added at the passenger's option during or after the booking.
More Reasons to Fly
Discover a journey defined by world-class excellence. Enjoy exceptional service and premium benefits designed to make every flight with Philippine Airlines unforgettable.
Full-service ComfortExperience warm Filipino hospitality at every turn. Fly with comfort, arrive with peace of mind. |
Free Baggage AllowanceTravel with ease knowing your all-in fare includes a free check-in baggage |
Mabuhay MilesEarn miles on every flight and unlock exclusive member benefits, moving you closer to your next dream destination |
Complimentary MealsSavor thoughtfully prepared meals and complimentary drinks, for a satisfying journey |