$251+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Nov 24 — Dec 11
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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Best
Last-minute
One-way
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 October 25, 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 October 25, 2026.
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Mon 11/93:19 pm -
1 stop6h 21m
Tue 11/172:30 pm -
1 stop7h 11m
Deal found 10/22![United Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:15 pm -
1 stop6h 55m
Tue 11/175:50 am -
1 stop9h 25m
Deal found 10/22![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:15 pm -
1 stop6h 55m
Sun 11/155:20 am -
1 stop5h 15m
Deal found 10/21![Southwest logo]()
$303
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/75:14 pm -
1 stop6h 01m
Wed 11/114:53 pm -
1 stop7h 01m
Deal found 10/23![American Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 10/23. 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 12/71:45 pm -
1 stop6h 10m
Mon 12/149:40 am -
2 stops6h 45m
Deal found 10/23![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 12/181:40 pm -
2 stops6h 30m
Mon 12/215:20 am -
1 stop5h 30m
Deal found 10/23![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 11/65:25 pm -
1 stop5h 21m
Tue 11/102:22 pm -
1 stop8h 18m
Deal found 10/22![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 10/23. 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 11/72:45 pm -
2 stops7h 40m
Wed 11/117:05 am -
1 stop6h 10m
Deal found 10/23![Southwest logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/75:24 pm -
1 stop5h 40m
Mon 12/147:01 pm -
1 stop14h 53m
Deal found 10/23![American Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:04 pm -
1 stop4h 55m
Sun 11/155:00 am -
1 stop7h 24m
Deal found 10/21![American Airlines logo]()
$427
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:55 pm -
1 stop9h 15m
Mon 11/95:15 am -
1 stop7h 50m
Deal found 10/21![Southwest logo]()
$445
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/45:14 pm -
1 stop6h 01m
Sun 11/86:00 am -
1 stop6h 24m
Deal found 10/20![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 October 25, 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 October 25, 2026.
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:15 pm -
1 stop6h 55m
Tue 11/175:50 am -
1 stop9h 25m
Deal found 10/22![Southwest logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 11/65:25 pm -
1 stop5h 21m
Tue 11/102:22 pm -
1 stop8h 18m
Deal found 10/22![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:04 pm -
1 stop4h 55m
Sun 11/155:00 am -
1 stop7h 24m
Deal found 10/21![American Airlines logo]()
$427
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:15 pm -
2 stops6h 55m
Sun 11/155:20 am -
1 stop5h 15m
Deal found 10/21![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 10/23. 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 12/71:45 pm -
1 stop6h 10m
Mon 12/149:40 am -
2 stops6h 45m
Deal found 10/23![Southwest logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/23. 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 11/109:11 am -
1 stop5h 40m
Wed 11/115:30 am -
1 stop5h 52m
Deal found 10/23![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:55 pm -
1 stop9h 15m
Mon 11/95:15 am -
1 stop7h 50m
Deal found 10/21![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 10/23. 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 11/73:19 pm -
1 stop8h 07m
Wed 11/117:00 am -
2 stops14h 41m
Deal found 10/23![United Airlines logo]()
$565
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:05 pm -
1 stop7h 10m
Sun 11/85:15 am -
1 stop7h 50m
Deal found 10/20![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 10/23. 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.
Fri 12/181:40 pm -
2 stops6h 30m
Mon 12/214:20 pm -
2 stops7h 25m
Deal found 10/23![Southwest logo]()
$483
Last-minute flights from Amarillo to ChicagoDiscover last-minute flight deals from Amarillo to Chicago. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Amarillo to Chicago. Data last updated October 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/45:14 pm -
1 stop6h 01m
Sun 11/86:00 am -
1 stop6h 24m
Deal found 10/20![American Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:05 pm -
1 stop7h 10m
Sun 11/85:15 am -
1 stop7h 50m
Deal found 10/20![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:55 pm -
1 stop9h 15m
Mon 11/95:15 am -
1 stop7h 50m
Deal found 10/21![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Fri 11/65:25 pm -
1 stop5h 21m
Tue 11/102:22 pm -
1 stop8h 18m
Deal found 10/22![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 10/23. 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 11/75:14 pm -
1 stop6h 01m
Wed 11/114:53 pm -
1 stop7h 01m
Deal found 10/23![American Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 10/23. 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 11/72:45 pm -
2 stops7h 40m
Wed 11/117:05 am -
1 stop6h 10m
Deal found 10/23![Southwest logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Mon 11/93:19 pm -
1 stop6h 21m
Tue 11/172:30 pm -
1 stop7h 11m
Deal found 10/22![United Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 10/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:15 pm -
1 stop6h 55m
Tue 11/175:50 am -
1 stop9h 25m
Deal found 10/22![Southwest logo]()
$251
This American Airlines deal was found by Cheapflights users on 10/22. 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 11/97:04 pm -
2 stops11h 25m
Tue 11/178:29 am -
1 stop5h 59m
Deal found 10/22![American Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/109:11 am -
1 stop5h 40m
Wed 11/115:30 am -
1 stop5h 52m
Deal found 10/20![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:15 pm -
1 stop6h 55m
Sun 11/155:20 am -
1 stop5h 15m
Deal found 10/21![Southwest logo]()
$303
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Fri 11/137:04 pm -
1 stop4h 55m
Sun 11/155:00 am -
1 stop7h 24m
Deal found 10/21![American Airlines logo]()
$427
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 October 25, 2026.
Search for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sun 12/275:51 pm -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:11 am -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:45 pm -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Sun 11/19:11 am -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sun 11/295:00 am -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Sun 12/275:27 pm -
2 stops27h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$543
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:25 pm -
2 stops19h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/273:01 pm -
3 stops44h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$1,170
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (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 7,457,451 searches. Data last updated October 25, 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
Mon 11/9
6:15 pm-1:10 am
1 stop6h 55m
Chicago Midway
Tue 11/17
5:50 am-3:15 pm
1 stop9h 25m
$251
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sun 12/27
5:51 pm-11:03 pm
1 stop5h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Fri 11/13
6:15 pm-1:10 am
2 stops6h 55m
Chicago Midway
Sun 11/15
5:20 am-10:35 am
1 stop5h 15m
$308
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Tue 11/3
9:11 am-2:51 pm
1 stop5h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$337
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Tue 11/3
1:45 pm-7:55 pm
1 stop6h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$337
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Mon 12/7
1:45 pm-7:55 pm
1 stop6h 10m
Chicago Midway
Mon 12/14
9:40 am-4:25 pm
2 stops6h 45m
$349
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 11/6
5:25 pm-10:46 pm
1 stop5h 21m
Chicago O'Hare Intl
Tue 11/10
2:22 pm-10:40 pm
1 stop8h 18m
$394
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sun 11/1
9:11 am-2:51 pm
1 stop5h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$407
Quickest round-trip
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sun 11/29
5:00 am-10:04 am
1 stop5h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$419
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 11/13
7:04 pm-11:59 pm
1 stop4h 55m
Chicago O'Hare Intl
Sun 11/15
5:00 am-12:24 pm
1 stop7h 24m
$427
Showing 1-10 of 17 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 October.
| 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
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 October 25, 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.
Overall
7.9
Entertainment
7.4
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Entertainment
7.4
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
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
Merrillville
Lansing
Valparaiso
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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 October 25, 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% |