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$295+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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1. Tell us where you want to go

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Cheap 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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 2/214:30 pm
AMA
-
ORD
1 stop5h 30m
American Airlines
Sat 2/285:00 am
ORD
-
AMA
1 stop4h 49m
American Airlines
Deal found 1/27$295
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Tue 3/105:30 pm
AMA
-
ORD
1 stop6h 22m
United Airlines
Wed 3/252:10 pm
ORD
-
AMA
1 stop8h 28m
United Airlines
Deal found 1/29$363
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/165:30 pm
AMA
-
ORD
1 stop6h 23m
United Airlines
Wed 3/254:00 pm
ORD
-
AMA
1 stop6h 38m
United Airlines
Deal found 1/27$379
This Southwest deal was found by Cheapflights users on 1/27. 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.
Sat 2/2112:50 pm
AMA
-
ORD
2 stops9h 00m
Southwest
Sat 2/283:05 pm
ORD
-
AMA
1 stop7h 00m
Southwest
Deal found 1/27$396
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Tue 3/102:40 pm
AMA
-
ORD
1 stop8h 28m
United Airlines
Tue 3/247:59 pm
ORD
-
AMA
2 stops15h 30m
United Airlines
Deal found 1/29$403
This United Airlines deal was found by Cheapflights users on 1/29. 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 3/65:30 pm
AMA
-
ORD
1 stop6h 22m
United Airlines
Wed 3/254:00 pm
ORD
-
AMA
1 stop6h 38m
United Airlines
Deal found 1/29$410
This United Airlines deal was found by Cheapflights users on 1/28. 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 3/189:00 am
AMA
-
ORD
2 stops12h 56m
United Airlines
Wed 3/254:00 pm
ORD
-
AMA
1 stop6h 38m
United Airlines
Deal found 1/28$414
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Mon 3/93:10 pm
AMA
-
ORD
2 stops17h 59m
United Airlines
Tue 3/245:40 am
ORD
-
AMA
1 stop6h 40m
United Airlines
Deal found 1/29$415
This United Airlines deal was found by Cheapflights users on 1/29. 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 3/55:30 pm
AMA
-
ORD
1 stop6h 22m
United Airlines
Tue 3/247:59 pm
ORD
-
AMA
2 stops15h 30m
United Airlines
Deal found 1/29$419
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 3/74:30 pm
AMA
-
ORD
1 stop5h 30m
American Airlines
Tue 3/244:49 pm
ORD
-
AMA
1 stop5h 56m
American Airlines
Deal found 1/28$426
This Southwest deal was found by Cheapflights users on 1/28. 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.
Wed 3/185:30 am
AMA
-
ORD
1 stop5h 40m
Southwest
Sun 3/227:35 pm
ORD
-
AMA
2 stops15h 55m
Southwest
Deal found 1/28$427

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(American Airlines)
Provider with most accurate pricing for Amarillo-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Amarillo-Chicago (CHI) flights.
Search Deals
From Amarillo to Chicago (CHI)
Search Deals

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 January 29, 2026.
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

Tue 3/10

2:40 pm-9:38 pm

1 stop6h 58m

Chicago O'Hare Intl

Tue 3/24

5:40 am-12:20 pm

1 stop6h 40m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 3/11

5:30 pm-11:52 pm

1 stop6h 22m

Chicago O'Hare Intl

Wed 3/18

7:35 am-2:24 pm

1 stop6h 49m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 3/10

5:30 pm-11:52 pm

1 stop6h 22m

Chicago O'Hare Intl

Wed 3/25

2:10 pm-10:38 pm

1 stop8h 28m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 3/17

5:30 pm-11:52 pm

1 stop6h 22m

Chicago O'Hare Intl

Tue 3/24

5:40 am-12:20 pm

1 stop6h 40m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 3/18

12:04 pm-8:00 pm

1 stop7h 56m

Chicago O'Hare Intl

Wed 3/25

2:10 pm-10:38 pm

1 stop8h 28m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 3/4

5:31 pm-10:53 pm

1 stop5h 22m

Chicago O'Hare Intl

Wed 3/25

2:10 pm-10:38 pm

1 stop8h 28m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 3/10

2:40 pm-11:08 pm

1 stop8h 28m

Chicago O'Hare Intl

Tue 3/17

2:45 pm-9:49 pm

1 stop7h 04m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Wed 3/4

5:31 pm-11:59 pm

1 stop6h 28m

Chicago O'Hare Intl

Tue 3/24

5:40 am-12:20 pm

1 stop6h 40m

$363

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Thu 3/5

5:30 pm-11:52 pm

1 stop6h 22m

Chicago O'Hare Intl

Tue 3/24

5:40 am-12:20 pm

1 stop6h 40m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Compare providers for flights from Amarillo to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Amarillo to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Amarillo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Amarillo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Amarillo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Amarillo-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Amarillo-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 January 29, 2026.
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
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 6h 58m. Airlines will cover a distance of 877 mi.

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

    According to our current data, American Airlines ($194), offers the cheapest pricing from Amarillo to Chicago.

  • 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.

See more FAQs

Traveling to a place near Chicago?

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

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$194Average$446FlexibilityNo cancel feeOn-time71%

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