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$239+ Cheap flights from Amarillo (AMA) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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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 May 23, 2026.

This American Airlines deal was found by Cheapflights users on 5/20. 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 6/247:06 pm
AMA
-
ORD
1 stop5h 33m
American Airlines
Tue 6/306:20 pm
ORD
-
AMA
1 stop5h 39m
American Airlines
Deal found 5/20$325
This American Airlines deal was found by Cheapflights users on 5/20. 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 6/177:06 pm
AMA
-
ORD
1 stop5h 33m
American Airlines
Thu 8/275:50 pm
ORD
-
AMA
1 stop6h 17m
American Airlines
Deal found 5/20$380
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Mon 7/137:06 pm
AMA
-
ORD
1 stop5h 44m
American Airlines
Wed 7/224:51 pm
ORD
-
AMA
1 stop6h 08m
American Airlines
Deal found 5/20$382
This United Airlines deal was found by Cheapflights users on 5/22. 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 8/182:51 pm
AMA
-
ORD
1 stop8h 35m
United Airlines
Wed 8/195:30 am
ORD
-
AMA
1 stop6h 41m
United Airlines
Deal found 5/22$397
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Mon 7/67:06 pm
AMA
-
ORD
1 stop5h 44m
American Airlines
Fri 7/106:04 am
ORD
-
AMA
1 stop6h 38m
American Airlines
Deal found 5/22$407
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Tue 6/167:06 pm
AMA
-
ORD
1 stop5h 33m
American Airlines
Mon 6/224:45 pm
ORD
-
AMA
1 stop7h 14m
American Airlines
Deal found 5/20$478
This United Airlines deal was found by Cheapflights users on 5/18. 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 6/25:20 pm
AMA
-
ORD
1 stop5h 29m
United Airlines
Sat 6/67:30 am
ORD
-
AMA
1 stop6h 51m
United Airlines
Deal found 5/18$487
This American Airlines deal was found by Cheapflights users on 5/22. 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 11/136:00 am
AMA
-
ORD
1 stop4h 36m
American Airlines
Sun 11/1510:05 pm
ORD
-
AMA
1 stop11h 35m
American Airlines
Deal found 5/22$534
This American Airlines deal was found by Cheapflights users on 5/20. 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 6/177:06 pm
AMA
-
ORD
1 stop5h 33m
American Airlines
Mon 6/224:45 pm
ORD
-
AMA
1 stop7h 14m
American Airlines
Deal found 5/20$570
This United Airlines deal was found by Cheapflights users on 5/20. 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 5/295:20 pm
AMA
-
ORD
1 stop7h 24m
United Airlines
Sun 5/317:30 am
ORD
-
AMA
1 stop6h 51m
United Airlines
Deal found 5/20$627
This American Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 6/187:06 pm
AMA
-
ORD
1 stop5h 33m
American Airlines
Mon 6/226:20 pm
ORD
-
AMA
1 stop5h 39m
American Airlines
Deal found 5/21$632

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 May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$325
(American Airlines)

One-way from

$239
(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
One-way flight 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 May 23, 2026.
Use the filters below to find and compare flights from Amarillo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Mon 7/13

7:06 pm-12:50 am

1 stop5h 44m

Chicago O'Hare Intl

Wed 7/22

4:51 pm-10:59 pm

1 stop6h 08m

$382

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 8/18

2:51 pm-11:26 pm

1 stop8h 35m

Chicago O'Hare Intl

Wed 8/19

5:30 am-12:11 pm

1 stop6h 41m

$397

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Mon 7/6

7:06 pm-12:50 am

1 stop5h 44m

Chicago O'Hare Intl

Fri 7/10

6:04 am-12:42 pm

1 stop6h 38m

$407

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 6/2

5:20 pm-10:49 pm

1 stop5h 29m

Chicago O'Hare Intl

Sat 6/6

7:30 am-2:21 pm

1 stop6h 51m

$487

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Thu 6/18

7:06 pm-12:39 am

1 stop5h 33m

Chicago O'Hare Intl

Mon 6/22

6:20 pm-11:59 pm

1 stop5h 39m

$632
Quickest round-trip

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Fri 11/13

6:00 am-10:36 am

1 stop4h 36m

Chicago O'Hare Intl

Sun 11/15

5:33 pm-11:55 pm

2 stops6h 22m

$769

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 6/2

3:55 pm-10:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Wed 6/3

11:55 am-4:55 pm

1 stop5h 00m

$777
Cheapest one-way
Quickest one-way

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 6/2

5:20 pm-10:49 pm

1 stop5h 29m

$389

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 6/2

1:17 pm-9:15 pm

1 stop7h 58m

$389

AmarilloChicago

AMA - ORD

AMAORD

Amarillo

Tue 6/2

11:40 am-10:55 pm

2 stops11h 15m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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 May.
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 May 23, 2026.
See what other customers who have flown with Southwest 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
7.9
Good
4,276 reviews

Crew

8.6

Overall

7.9

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
7.9
Good
4,276 reviews
Southwest
7.9
Good
4,276 reviews

Crew

8.6

Overall

7.9

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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 44m. 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.

  • 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Amarillo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 May 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$271Average$405FlexibilityNo cancel feeOn-time71%

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