$325+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Amarillo to Chicago with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 August 30, 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 August 30, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/177:02 pm -
1 stop5h 12m
Wed 9/238:15 am -
1 stop6h 12m
Deal found 8/26![American Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/144:20 pm -
1 stop7h 10m
Mon 9/214:50 pm -
1 stop5h 54m
Deal found 8/24![American Airlines logo]()
$355
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.
Tue 10/135:30 pm -
1 stop6h 29m
Fri 10/165:30 am -
1 stop5h 54m
Deal found 8/27![United Airlines logo]()
$356
This United Airlines deal was found by Cheapflights users on 8/25. 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 11/611:57 am -
1 stop6h 33m
Sun 11/85:30 am -
1 stop5h 52m
Deal found 8/25![United Airlines logo]()
$384
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.
Fri 10/167:06 pm -
1 stop4h 53m
Sun 10/185:00 am -
1 stop4h 52m
Deal found 8/28![American Airlines logo]()
$401
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/92:57 pm -
1 stop6h 12m
Sat 9/123:50 pm -
1 stop5h 28m
Deal found 8/26![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/113:20 pm -
1 stop8h 06m
Tue 9/152:16 pm -
1 stop8h 14m
Deal found 8/24![United Airlines logo]()
$465
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.
Thu 9/106:00 am -
1 stop6h 54m
Sun 9/135:00 am -
1 stop4h 50m
Deal found 8/27![American Airlines logo]()
$471
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 August 30, 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 August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/25. 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 11/611:57 am -
1 stop6h 33m
Sun 11/85:30 am -
1 stop5h 52m
Deal found 8/25![United Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:06 pm -
1 stop4h 53m
Sun 10/185:00 am -
1 stop4h 52m
Deal found 8/29![American Airlines logo]()
$401
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.
Sat 10/313:19 pm -
1 stop6h 17m
Sun 11/15:30 am -
1 stop5h 52m
Deal found 8/28![United Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/113:20 pm -
1 stop8h 06m
Tue 9/152:16 pm -
1 stop8h 14m
Deal found 8/25![United Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/147:02 pm -
2 stops11h 27m
Mon 9/2111:05 pm -
2 stops10h 45m
Deal found 8/24![American Airlines logo]()
$556
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/89:00 am -
1 stop7h 41m
Sat 9/125:30 am -
1 stop6h 41m
Deal found 8/24![United Airlines logo]()
$471
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.
Mon 10/127:06 pm -
1 stop4h 53m
Mon 10/195:16 pm -
1 stop5h 28m
Deal found 8/28![American Airlines logo]()
$583
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.
Tue 10/135:30 pm -
2 stops14h 23m
Fri 10/164:11 pm -
1 stop6h 19m
Deal found 8/28![United Airlines logo]()
$591
Last-minute flights from Amarillo to ChicagoDiscover last-minute flight deals from Amarillo to Chicago. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Amarillo to Chicago. Data last updated August 30, 2026 and is based on user searches.
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.
Sun 9/64:16 pm -
1 stop8h 02m
Tue 9/83:54 pm -
1 stop5h 38m
Deal found 8/28![American Airlines logo]()
$579
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/92:57 pm -
1 stop6h 12m
Sat 9/123:50 pm -
1 stop5h 28m
Deal found 8/26![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/95:30 pm -
2 stops15h 50m
Sat 9/125:30 am -
1 stop6h 41m
Deal found 8/26![United Airlines logo]()
$630
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.
Thu 9/106:00 am -
1 stop6h 54m
Sun 9/135:00 am -
1 stop4h 50m
Deal found 8/27![American Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/113:20 pm -
1 stop8h 06m
Tue 9/152:16 pm -
1 stop8h 14m
Deal found 8/24![United Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/144:20 pm -
1 stop7h 10m
Mon 9/214:50 pm -
1 stop5h 54m
Deal found 8/24![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 8/26. 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 9/177:02 pm -
1 stop5h 12m
Wed 9/238:15 am -
1 stop6h 12m
Deal found 8/26![American Airlines logo]()
$325
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 August 30, 2026.
Search for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
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.
Thu 9/36:00 am -
1 stop5h 11m
Deal found 8/27![American Airlines logo]()
$481
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 9/311:59 am -
2 stops21h 46m
Deal found 8/27![United Airlines logo]()
$590
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (American 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 7,457,451 searches. Data last updated August 30, 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 Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 11/6
11:57 am-6:30 pm
1 stop6h 33m
Chicago O'Hare Intl
Sun 11/8
5:30 am-11:22 am
1 stop5h 52m
$384
Quickest round-trip
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 10/16
7:06 pm-11:59 pm
1 stop4h 53m
Chicago O'Hare Intl
Sun 10/18
5:00 am-9:52 am
1 stop4h 52m
$401
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 10/31
3:19 pm-9:36 pm
1 stop6h 17m
Chicago O'Hare Intl
Sun 11/1
5:30 am-11:22 am
1 stop5h 52m
$401
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 9/11
3:20 pm-11:26 pm
1 stop8h 06m
Chicago O'Hare Intl
Tue 9/15
2:16 pm-10:30 pm
1 stop8h 14m
$465
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Tue 9/8
9:00 am-4:41 pm
1 stop7h 41m
Chicago O'Hare Intl
Sat 9/12
5:30 am-12:11 pm
1 stop6h 41m
$471
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Mon 9/14
7:02 pm-6:29 am
2 stops11h 27m
Chicago O'Hare Intl
Mon 9/21
11:05 pm-9:50 am
2 stops10h 45m
$556
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Mon 10/12
7:06 pm-11:59 pm
1 stop4h 53m
Chicago O'Hare Intl
Mon 10/19
5:16 pm-10:44 pm
1 stop5h 28m
$583
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Tue 10/13
5:30 pm-7:53 am
2 stops14h 23m
Chicago O'Hare Intl
Fri 10/16
4:11 pm-10:30 pm
1 stop6h 19m
$591
Cheapest one-way
Quickest one-way
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Thu 9/3
6:00 am-11:11 am
1 stop5h 11m
$481
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Thu 9/3
11:59 am-9:45 am
2 stops21h 46m
$590
Sorted 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 August.
| 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 August 30, 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
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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 locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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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 August 30, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Amarillo and Chicago flights
Browse other Amarillo and Chicago flight options. Last updated on August 30, 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 August 30, 2026.
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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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$334 | Average$626 | FlexibilityNo cancel fee | On-time71% |