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$237+ Cheap flights from Amarillo (AMA) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Sep 2 — Sep 91
Tue 9/2
Tue 9/9
1 adult, Economy
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Cheap flight deals from Amarillo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Amarillo (AMA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 28, 2025.

Round-trip from

$237
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$246
From Amarillo to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($177 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Amarillo to Chicago

Cheapest flights from Amarillo to Chicago
Explore the most affordable flight options available from Amarillo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2025.

This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/245:38 pmAMA - ORD
1 stop6h 21mUnited Airlines
Wed 10/17:10 amORD - AMA
1 stop6h 59mUnited Airlines
Deal found 8/27$237
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:00 amAMA - ORD
1 stop9h 24mAmerican Airlines
Fri 11/2110:05 pmORD - AMA
1 stop11h 43mAmerican Airlines
Deal found 8/28$260
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/244:00 pmAMA - ORD
1 stop5h 30mSouthwest
Wed 10/111:25 amORD - AMA
2 stops10h 20mSouthwest
Deal found 8/27$291
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/162:35 pmAMA - ORD
1 stop6h 55mSouthwest
Mon 10/277:30 amORD - AMA
1 stop5h 40mSouthwest
Deal found 8/28$329
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:38 pmAMA - ORD
1 stop6h 21mUnited Airlines
Tue 9/166:00 amORD - AMA
1 stop6h 11mUnited Airlines
Deal found 8/28$427
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/52:16 pmAMA - ORD
1 stop7h 29mAmerican Airlines
Sun 9/76:30 pmORD - AMA
1 stop5h 25mAmerican Airlines
Deal found 8/27$487
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:00 amAMA - ORD
2 stops12h 38mUnited Airlines
Fri 11/217:10 amORD - AMA
1 stop6h 56mUnited Airlines
Deal found 8/28$507
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:38 pmAMA - ORD
1 stop5h 04mUnited Airlines
Mon 9/158:10 pmORD - AMA
2 stops25h 40mUnited Airlines
Deal found 8/27$636

Cheapflights Fare Finder

 
Customize your flight search to find flights from Amarillo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Amarillo to Chicago that are best for you.

Fly from

Amarillo

Fly to

Chicago

Route

Depart

Return

Price

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 9/24

5:38 pm-11:59 pm

1 stop6h 21m

Chicago O'Hare Intl

Wed 10/1

7:10 am-2:09 pm

1 stop6h 59m

$237

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 11/19

6:00 am-3:24 pm

1 stop9h 24m

Chicago O'Hare Intl

Fri 11/21

10:05 pm-9:48 am

1 stop11h 43m

$260

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 9/24

4:00 pm-9:30 pm

1 stop5h 30m

Chicago O'Hare Intl

Wed 10/1

11:25 am-9:45 pm

2 stops10h 20m

$291

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Thu 10/16

2:35 pm-9:30 pm

1 stop6h 55m

Chicago O'Hare Intl

Mon 10/27

7:30 am-1:10 pm

1 stop5h 40m

$329

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Thu 9/11

5:38 pm-10:42 pm

1 stop5h 04m

Chicago O'Hare Intl

Mon 9/15

2:53 pm-9:50 pm

1 stop6h 57m

$427

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Fri 9/12

6:48 pm-11:59 pm

1 stop5h 11m

Chicago O'Hare Intl

Sat 9/13

11:54 am-5:53 pm

1 stop5h 59m

$427

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Fri 9/12

5:38 pm-11:59 pm

1 stop6h 21m

Chicago O'Hare Intl

Tue 9/16

6:00 am-12:11 pm

1 stop6h 11m

$427

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 11/19

9:00 am-9:38 pm

2 stops12h 38m

Chicago O'Hare Intl

Fri 11/21

7:10 am-2:06 pm

1 stop6h 56m

$507

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Sat 11/29

3:50 pm-10:35 pm

1 stop6h 45m

$299

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Sat 11/29

6:30 am-7:08 pm

3 stops12h 38m

$2,943

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/27

Best time to book a flight from Amarillo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Amarillo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Amarillo to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 28, 2025.
See what other customers who have flown with Southwest and American Airlines from Amarillo to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Amarillo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Amarillo to Chicago?

    For a flight from Amarillo to Chicago, you will be flying from Amarillo. Amarillo (AMA) is just 6.9 mi from the center of the city. Amarillo is the only Amarillo airport and it handles 0 outbound flights to Chicago per day. 1 airline has flights to Chicago from Amarillo on a regular basis.

  • How long is the flight from Amarillo to Chicago?

    Departing from Amarillo to Chicago will take you 5h 30m. Airlines will cover a distance of 877 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Amarillo to Chicago round-trip?

    According to our current data, American Airlines ($271), offers the cheapest pricing from Amarillo to Chicago. American Airlines is priced at 35% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Amarillo to Chicago that include hotel bookings?

    Yes. In addition to deals on Amarillo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Amarillo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Amarillo to Chicago.

  • Can I find deals for business class flights from Amarillo to Chicago?

    Yes. Cheapflights offers flight deals from Amarillo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Amarillo to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Amarillo to Chicago (average of $245). Flying from Amarillo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Amarillo to Chicago

Discover the top airline that operate flights from Amarillo to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$271Average$446FlexibilityNo cancel feeOn-time71%

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