S$220 Cheap Flights from Anchorage to Chicago

View S$220 flight on Mon, 15 Sep, 2025Opens in a new window

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Cheap Flights from Anchorage to Chicago (ANC-ORD)

Prices were available within the past 7 days and start at S$220 for one-way flights and S$442 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$442 Return, found 19 hours ago
S$442
Return
found 19 hours ago
Select American Airlines flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$442 found 19 hours ago
American Airlines
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$455 Return, found 19 hours ago
S$455
Return
found 19 hours ago
Select American Airlines flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$455 found 19 hours ago
Delta
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$467 Return, found 19 hours ago
S$467
Return
found 19 hours ago
Select Delta flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$467 found 19 hours ago
American Airlines
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$494 Return, found 19 hours ago
S$494
Return
found 19 hours ago
Select American Airlines flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$494 found 19 hours ago
United
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$506 Return, found 19 hours ago
S$506
Return
found 19 hours ago
Select United flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$506 found 19 hours ago
Delta
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$519 Return, found 19 hours ago
S$519
Return
found 19 hours ago
Select Delta flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$519 found 19 hours ago
Delta
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$529 Return, found 19 hours ago
S$529
Return
found 19 hours ago
Select Delta flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$529 found 19 hours ago
Delta
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$541 Return, found 19 hours ago
S$541
Return
found 19 hours ago
Select Delta flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$541 found 19 hours ago
United
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$544 Return, found 19 hours ago
S$544
Return
found 19 hours ago
Select United flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$544 found 19 hours ago
Alaska Airlines
Thu, 18 Sep - Wed, 24 Sep
ANC
Anchorage
ORD
Chicago
S$663 Return, found 19 hours ago
S$663
Return
found 19 hours ago
Select Alaska Airlines flight, departing Thu, 18 Sep from Anchorage to Chicago, returning Wed, 24 Sep, priced at S$663 found 19 hours ago
Anchorage to Chicago route information
Origin airport
Ted Stevens Anchorage Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$442
Distance
4540 km
Average flight time
9 hours 16 mins

Perfect flights from Anchorage to Chicago

Your Journey from Anchorage to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Anchorage to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including American Airlines, Delta, United, Alaska Airlines. Our selection of flights from Ted Stevens Anchorage Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Anchorage to Chicago Flights

Experience the joy of finding cheap flights from Ted Stevens Anchorage Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$220 and roundtrip prices from S$442*.
 

Pre-Flight Essentials

Ensure a smooth journey from Anchorage to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Anchorage to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Anchorage to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Anchorage to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Anchorage to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Ted Stevens Anchorage International Airport to O'Hare Airport?
The lowest price advertised for a round-trip flight between ANC and O'Hare Intl. Airport (ORD) is S$442. But you better act fast. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Ted Stevens Anchorage International Airport to O'Hare Intl. Airport (ORD)?
The majority of flights can be cancelled online, but every air carrier has its own set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from ANC to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ANC to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Ted Stevens Anchorage International Airport to O'Hare Airport?
You'll have 4,600 kilometres to cover on the long-haul Anchorage to Chicago route. Dress in layers of comfortable clothes and consider taking a neck pillow with you.
Which airlines fly direct from ANC to O'Hare Airport?
Flying directly from ANC to O'Hare Intl. Airport (ORD) is simple with Alaska Airlines (AS). This leading airline operates 21 flights every month.
Are Ted Stevens Anchorage Intl. Airport (ANC) to ORD flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Ted Stevens Anchorage Intl. Airport (ANC) to O'Hare Intl. Airport (ORD) can be hit-or-miss. You may be able to find a bargain, but you could also miss out completely! If you'd rather start planning your trip early on, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines advertise their prices that far in advance. Our top tip? Check back often as prices are updated frequently.

Explore a world of travel with Expedia

*Available to Expedia members.