Chicago to Anchorage Flight Tickets
Compare the best flight deals from Chicago to Anchorage
About Chicago - Anchorage Flights
Find the best prices for flights between Chicago (United States) and Anchorage (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Chicago has 6 airports, while Anchorage has 1 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Chicago - Anchorage Flights
Best month to fly
October 2026 - 9.740 ₺
October 2026
9.740 ₺
Direct
CheapestJanuary 2027
10.094 ₺
Direct
November 2026
11.733 ₺
Direct
| Ay | Flight Type | Price |
|---|---|---|
| October 2026Cheapest | Direct | 9.740 ₺ |
| January 2027 | Direct | 10.094 ₺ |
| November 2026 | Direct | 11.733 ₺ |
Prices may change. Based on recent searches.
Popular Chicago - Anchorage Flights
Chicago - Anchorage
Anchorage - Chicago
Airlines on Chicago - Anchorage Route
| Havayolu | Uçuş Tipi | Fiyat |
|---|---|---|
| United Airlines | Direct | 9.740 ₺ |
Chicago Airports
Anchorage Airports
Alternative Routes
Alternative Routes from Chicago
Chicago - Anchorage Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Chicago and Anchorage - Airport Transportation
Chicago Midway International Airport (MDW)
How to Get to the Airport
Metro/Train: From the Orange Line stations in the Loop area, you can board trains marked with Midway on the direction signs. The journey takes approximately 25 minutes, and the frequency varies between about 3–15 minutes depending on the time of day. Operating hours from the Loop to MDW are weekdays 03:55–01:30, Saturdays 04:25–01:30, and Sundays and holidays 04:25–01:30.
Bus: Since there is no direct regular bus option from the city center to MDW, the Orange Line is generally used. The N62 Archer line can be used for airport access; however, this bus operates throughout the night and its route does not go directly to the Loop. Therefore, a transfer may be necessary.
Taxi: You can reach the airport by calling a taxi from taxi stands or app-based services in the city center. Travel time may vary between 20-30 minutes depending on traffic conditions.
Uber/Bolt: You can reach the airport by calling a vehicle through the Uber or Bolt app in the city center. Vehicles will be waiting for you in designated areas. Travel time may vary depending on traffic density.
Car Rental: You can also choose car rental services to reach the airport from the city center. You can head directly to MDW with the vehicle you rented.
O'Hare International Airport (ORD)
How to Get to the Airport
Metro/Train: You can reach the airport in 40-45 minutes by taking the CTA Blue Line train from downtown Chicago. Services run every 5-15 minutes and operate 24 hours a day.
Bus: You can reach the airport by taking buses departing from downtown bus stops (e.g., around Union Station). The journey takes approximately 45-60 minutes, with buses departing every 15-30 minutes.
Taxi: Transportation from downtown Chicago to O'Hare by taxi is possible. The journey takes 30-60 minutes depending on traffic, and taxis operate 24 hours a day.
Airport App-Based Rides (Uber/Lyft): You can reach O'Hare from downtown via Uber or Lyft. You can request a ride through the app and board at designated pickup points.
Car Rental: You can reach the airport by renting a car from rental offices located in the city center. Information on rental procedures can be obtained from rental offices at the airport.