$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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Dec 7 — Dec 141
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 November 7, 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 November 7, 2026.
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/197:06 pm -
1 stop4h 53m
Mon 12/215:00 am -
1 stop4h 57m
Deal found 11/2![American Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 11/2. 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 12/197:05 pm -
1 stop5h 40m
Mon 12/215:20 am -
1 stop5h 30m
Deal found 11/2![Southwest logo]()
$325
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/45:20 pm -
1 stop6h 39m
Sun 12/65:45 am -
1 stop5h 37m
Deal found 11/3![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/1511:57 am -
1 stop7h 57m
Wed 12/166:50 am -
1 stop7h 40m
Deal found 11/3![United Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/215:25 pm -
1 stop6h 34m
Wed 11/252:30 pm -
1 stop7h 11m
Deal found 11/4![United Airlines logo]()
$451
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/185:25 pm -
1 stop6h 34m
Sun 11/225:30 am -
1 stop5h 52m
Deal found 11/3![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 11/3. 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 11/181:45 pm -
2 stops6h 40m
Sun 11/225:15 am -
1 stop7h 50m
Deal found 11/3![Southwest logo]()
$476
This Southwest deal was found by Cheapflights users on 11/4. 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 12/103:50 pm -
1 stop6h 50m
Mon 12/143:30 pm -
1 stop6h 20m
Deal found 11/4![Southwest logo]()
$482
This Southwest deal was found by Cheapflights users on 11/4. 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 11/217:05 pm -
1 stop5h 40m
Wed 11/255:50 am -
1 stop9h 10m
Deal found 11/4![Southwest logo]()
$532
This Southwest deal was found by Cheapflights users on 11/4. 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 11/195:05 pm -
1 stop12h 35m
Mon 11/235:15 am -
1 stop7h 50m
Deal found 11/4![Southwest logo]()
$552
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 November 7, 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 November 7, 2026.
This Southwest deal was found by Cheapflights users on 11/2. 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 12/197:05 pm -
1 stop5h 40m
Mon 12/215:20 am -
1 stop5h 30m
Deal found 11/2![Southwest logo]()
$325
This United Airlines deal was found by Cheapflights users on 11/5. 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 12/1511:57 am -
1 stop7h 57m
Wed 12/166:50 am -
1 stop7h 40m
Deal found 11/5![United Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/215:25 pm -
1 stop6h 34m
Wed 11/252:30 pm -
1 stop7h 11m
Deal found 11/4![United Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 11/3. 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 3/251:25 pm -
2 stops7h 55m
Sat 4/35:20 am -
1 stop5h 15m
Deal found 11/3![Southwest logo]()
$456
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/185:25 pm -
1 stop6h 34m
Sun 11/225:30 am -
1 stop5h 52m
Deal found 11/3![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 11/4. 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 12/103:50 pm -
2 stops6h 55m
Mon 12/148:10 am -
2 stops8h 15m
Deal found 11/4![Southwest logo]()
$492
This Southwest deal was found by Cheapflights users on 11/4. 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 11/217:05 pm -
1 stop5h 40m
Wed 11/255:50 am -
1 stop9h 10m
Deal found 11/4![Southwest logo]()
$532
This Southwest deal was found by Cheapflights users on 11/3. 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 11/181:45 pm -
1 stop6h 10m
Sun 11/225:15 am -
1 stop7h 50m
Deal found 11/3![Southwest logo]()
$537
This Southwest deal was found by Cheapflights users on 11/4. 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 11/195:05 pm -
1 stop12h 35m
Mon 11/238:55 am -
2 stops8h 50m
Deal found 11/4![Southwest logo]()
$558
Last-minute flights from Amarillo to ChicagoDiscover last-minute flight deals from Amarillo to Chicago. Data last updated November 7, 2026 and is based on user searches.
Discover last-minute flight deals from Amarillo to Chicago. Data last updated November 7, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/185:25 pm -
1 stop6h 34m
Sun 11/225:30 am -
1 stop5h 52m
Deal found 11/3![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 11/3. 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 11/181:45 pm -
2 stops6h 40m
Sun 11/225:15 am -
1 stop7h 50m
Deal found 11/3![Southwest logo]()
$476
This Southwest deal was found by Cheapflights users on 11/4. 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 11/195:05 pm -
1 stop12h 35m
Mon 11/235:15 am -
1 stop7h 50m
Deal found 11/4![Southwest logo]()
$552
This United Airlines deal was found by Cheapflights users on 11/4. 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 11/215:25 pm -
1 stop6h 34m
Wed 11/252:30 pm -
1 stop7h 11m
Deal found 11/4![United Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 11/4. 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 11/217:05 pm -
1 stop5h 40m
Wed 11/255:50 am -
1 stop9h 10m
Deal found 11/4![Southwest logo]()
$532
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/45:20 pm -
1 stop6h 39m
Sun 12/65:45 am -
1 stop5h 37m
Deal found 11/3![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 11/4. 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 12/103:50 pm -
1 stop6h 50m
Mon 12/143:30 pm -
1 stop6h 20m
Deal found 11/4![Southwest logo]()
$482
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/1511:57 am -
1 stop7h 57m
Wed 12/166:50 am -
1 stop7h 40m
Deal found 11/3![United Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/197:06 pm -
1 stop4h 53m
Mon 12/215:00 am -
1 stop4h 57m
Deal found 11/2![American Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 11/2. 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 12/197:05 pm -
1 stop5h 40m
Mon 12/215:20 am -
1 stop5h 30m
Deal found 11/2![Southwest 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 November 7, 2026.
Search for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated November 7, 2026.
This United Airlines deal was found by Cheapflights users on 11/6. 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 12/59:00 am -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![United Airlines logo]()
$468
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 November 7, 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 November 7, 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 - MDW Chicago Midway
AMAMDW
Amarillo
Sat 12/19
7:05 pm-12:45 am
1 stop5h 40m
Chicago Midway
Mon 12/21
5:20 am-10:50 am
1 stop5h 30m
$325
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Tue 12/15
11:57 am-7:54 pm
1 stop7h 57m
Chicago O'Hare Intl
Wed 12/16
6:50 am-2:30 pm
1 stop7h 40m
$425
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 11/21
5:25 pm-11:59 pm
1 stop6h 34m
Chicago O'Hare Intl
Wed 11/25
2:30 pm-9:41 pm
1 stop7h 11m
$451
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Thu 3/25
1:25 pm-9:20 pm
2 stops7h 55m
Chicago Midway
Sat 4/3
5:20 am-10:35 am
1 stop5h 15m
$456
Quickest round-trip
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 12/5
9:00 am-4:30 pm
1 stop7h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$468
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Wed 11/18
5:25 pm-11:59 pm
1 stop6h 34m
Chicago O'Hare Intl
Sun 11/22
5:30 am-11:22 am
1 stop5h 52m
$471
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Thu 12/10
3:50 pm-10:45 pm
2 stops6h 55m
Chicago Midway
Mon 12/14
8:10 am-4:25 pm
2 stops8h 15m
$492
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Sat 11/21
7:05 pm-12:45 am
1 stop5h 40m
Chicago Midway
Wed 11/25
5:50 am-3:00 pm
1 stop9h 10m
$532
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Wed 11/18
1:45 pm-7:55 pm
1 stop6h 10m
Chicago Midway
Sun 11/22
5:15 am-1:05 pm
1 stop7h 50m
$537
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Thu 11/19
5:05 pm-5:40 am
1 stop12h 35m
Chicago Midway
Mon 11/23
8:55 am-5:45 pm
2 stops8h 50m
$558
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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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
AMA-MDW
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
AMA-MDW
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 November 7, 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.
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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
Merrillville
Lansing
Valparaiso
Hammond
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Porter
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Amarillo and Chicago flights
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Top 2 airlines flying from Amarillo to Chicago
Discover the top 2 airlines 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 November 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$345 | Average$606 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$361 | Average$578 | FlexibilityNo cancel fee | On-time69% |