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1. www.kayak.com › flight-routes › Chicago-CHI$171 Cheap Flights from Chicago to Alaska | KAYAK

   www.kayak.com › flight-routes › Chicago-CHI

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   Find flights to Alaska from $171. Fly from Chicago on Sun Country Air, Delta, Alaska Airlines and more. Search for Alaska flights on KAYAK now to find the best deal.

2. www.kayak.com › flight-routes › Chicago-O-Hare-Intl-ORD$142 Cheap Flights from Chicago O'Hare to Alaska | KAYAK

   www.kayak.com › flight-routes › Chicago-O-Hare-Intl-ORD

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   Find flights to Alaska from $142. Fly from Chicago O'Hare Airport on Delta, Alaska Airlines, Sun Country Air and more. Search for Alaska flights on KAYAK now to find the best deal.

3. www.momondo.com › flights › chicago$136 Cheap Flights from Chicago to Alaska in 2024 | momondo

   www.momondo.com › flights › chicago

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   The best one-way flight to Alaska from Chicago in the past 72 hours is $136. The best round-trip flight deal from Chicago to Alaska found on momondo in the last 72 hours is $348. The fastest flight from Chicago to Alaska takes 6h 27m. Direct flights go from Chicago to Alaska every day.

4. www.momondo.com › flights › midway-international-airport-mdwCheap flights from Chicago Midway Airport to Alaska from

   www.momondo.com › flights › midway-international-airport-mdw

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   The best one-way flight to Alaska from Chicago Midway Airport in the past 72 hours is $206. The best round-trip flight deal from Chicago Midway Airport to Alaska found on momondo in the last 72 hours is $410. The fastest flight from Chicago Midway Airport to Alaska takes 8h 16m.

5. www.google.com › travel › flightsFind Cheap Flights from Chicago to Anchorage - Google Flights

   www.google.com › travel › flights

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   Flights from Chicago to Anchorage. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Anchorage. Find the best flights fast,...

6. www.skyscanner.com › chia › 44294304Cheap Flights from Chicago to Alaska from $269 Roundtrip -...

   www.skyscanner.com › chia › 44294304

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   Looking for cheap flights from Chicago to Alaska, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here. Sitka. $269 per passenger.

7. www.kayak.com › flight-routes › Illinois-USIL$197 Cheap Flights from Illinois to Alaska | KAYAK

   www.kayak.com › flight-routes › Illinois-USIL

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   Find flights to Alaska from $197. Fly from Illinois on Alaska Airlines, Sun Country Air, Delta and more. Search for Alaska flights on KAYAK now to find the best deal.