$149+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
May 2 — May 91
Round-trip
1 adult, Economy
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Find cheap flights from Amarillo to Chicago with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Amarillo to Chicago
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Cheapest flights from Amarillo to ChicagoExplore 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 April 2, 2026.
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 April 2, 2026.
This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 4/283:55 pm
AMA
- ORD
1 stop7h 00m
Southwest
Tue 5/56:15 am
ORD
- AMA
1 stop9h 00m
Southwest
Deal found 3/31![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/197:07 pm
AMA
- ORD
1 stop4h 41m
American Airlines
Sun 5/249:40 am
ORD
- AMA
1 stop6h 07m
American Airlines
Deal found 4/1![American Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Tue 5/56:15 am
ORD
- AMA
1 stop9h 00m
Southwest
Deal found 3/31![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 3/30. 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 5/65:09 pm
AMA
- ORD
1 stop7h 49m
United Airlines
Sat 5/95:30 am
ORD
- AMA
1 stop5h 54m
United Airlines
Deal found 3/30![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Thu 5/73:45 pm
ORD
- AMA
2 stops7h 40m
Southwest
Deal found 3/31![Southwest logo]()
$381
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:00 am
AMA
- ORD
1 stop4h 39m
American Airlines
Thu 5/76:05 am
ORD
- AMA
1 stop6h 27m
American Airlines
Deal found 3/31![American Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/157:07 pm
AMA
- ORD
1 stop4h 41m
American Airlines
Sun 5/176:05 am
ORD
- AMA
1 stop6h 27m
American Airlines
Deal found 3/30![American Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 4/1. 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.
Tue 5/197:00 am
AMA
- ORD
2 stops11h 25m
Southwest
Sun 5/244:55 pm
ORD
- AMA
1 stop5h 25m
Southwest
Deal found 4/1![Southwest logo]()
$426
Best flights from Amarillo to ChicagoDiscover carefully curated flight deals from Amarillo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
Discover carefully curated flight deals from Amarillo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 2, 2026.
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Tue 5/56:15 am
ORD
- AMA
1 stop9h 00m
Southwest
Deal found 3/31![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 3/29. 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.
Wed 5/65:09 pm
AMA
- ORD
1 stop7h 49m
United Airlines
Sat 5/97:30 am
ORD
- AMA
1 stop6h 55m
United Airlines
Deal found 3/29![United Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 4/1. 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 7/237:06 pm
AMA
- ORD
1 stop12h 24m
American Airlines
Tue 7/288:19 am
ORD
- AMA
1 stop7h 27m
American Airlines
Deal found 4/1![American Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Thu 5/73:45 pm
ORD
- AMA
2 stops7h 40m
Southwest
Deal found 3/31![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 4/1. 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 5/203:55 pm
AMA
- ORD
1 stop7h 00m
Southwest
Mon 5/253:45 pm
ORD
- AMA
2 stops7h 40m
Southwest
Deal found 4/1![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 3/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:15 am
AMA
- ORD
1 stop5h 15m
Southwest
Fri 4/174:15 pm
ORD
- AMA
1 stop7h 10m
Southwest
Deal found 3/29![Southwest logo]()
$487
This Southwest deal was found by Cheapflights users on 3/30. 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.
Tue 4/143:55 pm
AMA
- ORD
1 stop7h 00m
Southwest
Sat 4/182:05 pm
ORD
- AMA
1 stop7h 05m
Southwest
Deal found 3/30![Southwest logo]()
$487
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 4/1310:15 am
AMA
- ORD
1 stop5h 15m
Southwest
Thu 4/164:15 pm
ORD
- AMA
1 stop7h 10m
Southwest
Deal found 3/30![Southwest logo]()
$487
Last-minute flights from Amarillo to ChicagoDiscover last-minute flight deals from Amarillo to Chicago. Data last updated April 2, 2026 and is based on user searches.
Discover last-minute flight deals from Amarillo to Chicago. Data last updated April 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 4/283:55 pm
AMA
- ORD
1 stop7h 00m
Southwest
Tue 5/56:15 am
ORD
- AMA
1 stop9h 00m
Southwest
Deal found 3/31![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Tue 5/56:15 am
ORD
- AMA
1 stop9h 00m
Southwest
Deal found 3/31![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:25 am
AMA
- ORD
2 stops7h 50m
Southwest
Thu 5/73:45 pm
ORD
- AMA
2 stops7h 40m
Southwest
Deal found 3/31![Southwest logo]()
$381
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sun 5/35:00 am
AMA
- ORD
1 stop4h 39m
American Airlines
Thu 5/76:05 am
ORD
- AMA
1 stop6h 27m
American Airlines
Deal found 3/31![American Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 3/30. 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 5/65:09 pm
AMA
- ORD
1 stop7h 49m
United Airlines
Sat 5/95:30 am
ORD
- AMA
1 stop5h 54m
United Airlines
Deal found 3/30![United Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/157:07 pm
AMA
- ORD
1 stop4h 41m
American Airlines
Sun 5/176:05 am
ORD
- AMA
1 stop6h 27m
American Airlines
Deal found 3/30![American Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/197:07 pm
AMA
- ORD
1 stop4h 41m
American Airlines
Sun 5/249:40 am
ORD
- AMA
1 stop6h 07m
American Airlines
Deal found 4/1![American Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 4/1. 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.
Tue 5/197:00 am
AMA
- ORD
2 stops11h 25m
Southwest
Sun 5/244:55 pm
ORD
- AMA
1 stop5h 25m
Southwest
Deal found 4/1![Southwest logo]()
$426
One-way flights from Amarillo to ChicagoSearch for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
Search for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
This United Airlines deal was found by Cheapflights users on 3/29. 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.
Wed 5/65:09 pm
AMA
- ORD
1 stop5h 49m
United Airlines
Deal found 3/29![United Airlines logo]()
$149
This United Airlines deal was found by Cheapflights users on 3/30. 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.
Sat 8/295:40 pm
AMA
- ORD
1 stop5h 01m
United Airlines
Deal found 3/30![United Airlines logo]()
$204
This Southwest deal was found by Cheapflights users on 3/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
AMA
- ORD
2 stops8h 00m
Southwest
Deal found 3/29![Southwest logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:00 am
AMA
- ORD
3 stops35h 40m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$940
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 April 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $297 (Southwest) |
One-way from | $149 (United Airlines) |
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 April 2, 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
Cheapest round-trip
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Sun 5/3
5:25 am-1:15 pm
2 stops7h 50m
Chicago O'Hare Intl
Tue 5/5
6:15 am-3:15 pm
1 stop9h 00m
$357
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Wed 5/6
5:09 pm-12:58 am
1 stop7h 49m
Chicago O'Hare Intl
Sat 5/9
7:30 am-2:25 pm
1 stop6h 55m
$377
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Sun 5/3
5:25 am-1:15 pm
2 stops7h 50m
Chicago O'Hare Intl
Thu 5/7
3:45 pm-11:25 pm
2 stops7h 40m
$381
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Wed 5/20
3:55 pm-10:55 pm
1 stop7h 00m
Chicago O'Hare Intl
Mon 5/25
3:45 pm-11:25 pm
2 stops7h 40m
$418
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Thu 7/23
7:06 pm-7:30 am
1 stop12h 24m
Chicago O'Hare Intl
Tue 7/28
8:19 am-3:46 pm
1 stop7h 27m
$455
Quickest round-trip
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Mon 4/13
10:15 am-3:30 pm
1 stop5h 15m
Chicago O'Hare Intl
Fri 4/17
4:15 pm-11:25 pm
1 stop7h 10m
$487
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Tue 4/14
3:55 pm-10:55 pm
1 stop7h 00m
Chicago O'Hare Intl
Sat 4/18
2:05 pm-9:10 pm
1 stop7h 05m
$487
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Mon 4/13
10:15 am-3:30 pm
1 stop5h 15m
Chicago O'Hare Intl
Thu 4/16
4:15 pm-11:25 pm
1 stop7h 10m
$487
Cheapest one-way
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Wed 5/6
5:09 pm-10:58 pm
1 stop5h 49m
$149
Quickest one-way
AmarilloChicago
AMA - ORD
AMAORD
Amarillo
Sat 8/29
5:40 pm-10:41 pm
1 stop5h 01m
$204
Showing 1-10 of 12 resultsSorted by cheapest first
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 April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
AMA-CHI
AMA-ORD
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
AMA-CHI
AMA-ORD
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 April 2, 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.
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
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Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 2, 2026.
Complete your trip
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Amarillo and Chicago flights
Browse other Amarillo and Chicago flight options. Last updated on April 2, 2026.
Other flights from Amarillo
Browse through other flights departing from Amarillo. Flights are based on user searches made on Cheapflights and were last updated on April 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$271 | Average$405 | FlexibilityNo cancel fee | On-time71% |