$163+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
AMA — CHI
Oct 26 — Nov 21
Round-trip
1 adult, Economy
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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
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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 September 26, 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 September 26, 2026.
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Tue 10/203:01 pm -
1 stop7h 09m
Tue 10/272:50 pm -
1 stop5h 25m
Deal found 9/22![American Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 10/303:01 pm -
1 stop7h 09m
Tue 11/33:52 pm -
1 stop7h 24m
Deal found 9/23![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 9/23. 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 10/305:45 pm -
1 stop7h 25m
Tue 11/37:05 am -
1 stop6h 10m
Deal found 9/23![Southwest logo]()
$345
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Wed 12/25:14 pm -
1 stop5h 46m
Mon 12/73:52 pm -
1 stop8h 02m
Deal found 9/23![American Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 9/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:06 pm -
1 stop4h 53m
Fri 10/305:00 am -
1 stop7h 15m
Deal found 9/25![American Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 pm -
1 stop7h 25m
Fri 10/307:15 am -
1 stop6h 45m
Deal found 9/25![Southwest logo]()
$365
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Sat 10/2412:45 pm -
1 stop7h 53m
Sun 10/255:00 am -
1 stop4h 52m
Deal found 9/26![American Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/303:19 pm -
1 stop6h 17m
Sun 11/15:30 am -
1 stop5h 52m
Deal found 9/24![United Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:06 pm -
1 stop4h 53m
Sun 10/185:00 am -
1 stop4h 52m
Deal found 9/22![American Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:15 pm -
1 stop6h 55m
Sun 11/85:15 am -
1 stop7h 50m
Deal found 9/24![Southwest logo]()
$421
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 12/215:27 pm -
1 stop7h 03m
Sat 1/24:08 pm -
1 stop6h 33m
Deal found 9/26![United Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2111:30 am -
1 stop7h 25m
Mon 1/45:45 am -
1 stop9h 30m
Deal found 9/26![Southwest logo]()
$443
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 September 26, 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 September 26, 2026.
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Mon 12/75:20 pm -
1 stop5h 19m
Wed 12/92:22 pm -
1 stop8h 17m
Deal found 9/24![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 9/23. 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 10/302:30 pm -
2 stops7h 45m
Tue 11/38:00 am -
2 stops8h 25m
Deal found 9/23![Southwest logo]()
$355
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Sat 10/2412:45 pm -
1 stop7h 53m
Sun 10/255:00 am -
1 stop4h 52m
Deal found 9/26![American Airlines logo]()
$381
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 pm -
1 stop7h 25m
Fri 10/305:40 am -
2 stops9h 10m
Deal found 9/25![Southwest logo]()
$370
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 12/213:01 pm -
1 stop5h 59m
Mon 1/48:05 am -
1 stop6h 26m
Deal found 9/26![American Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/303:19 pm -
1 stop6h 17m
Sun 11/15:30 am -
1 stop5h 52m
Deal found 9/24![United Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 9/25. 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 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 9/25![American Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:15 pm -
1 stop6h 55m
Sun 11/85:15 am -
1 stop7h 50m
Deal found 9/24![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2111:30 am -
1 stop7h 25m
Mon 1/45:45 am -
1 stop9h 30m
Deal found 9/26![Southwest logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Wed 12/25:20 pm -
1 stop6h 39m
Mon 12/79:45 pm -
2 stops24h 54m
Deal found 9/23![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 11/55:14 pm -
1 stop6h 45m
Sun 11/86:59 am -
1 stop7h 29m
Deal found 9/24![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Wed 10/75:30 pm -
1 stop5h 16m
Sun 10/115:30 am -
1 stop5h 54m
Deal found 9/22![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 9/22. 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.
Tue 12/221:40 pm -
2 stops6h 30m
Sun 12/275:20 am -
1 stop5h 30m
Deal found 9/22![Southwest logo]()
$497
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Sun 10/115:30 pm -
1 stop6h 29m
Thu 10/158:45 am -
1 stop5h 46m
Deal found 9/26![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 9/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:15 pm -
1 stop4h 05m
Sat 1/27:20 am -
2 stops8h 40m
Deal found 9/26![Southwest logo]()
$513
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:45 pm -
1 stop7h 25m
Tue 10/134:45 pm -
1 stop6h 10m
Deal found 9/24![Southwest logo]()
$517
This Southwest deal was found by Cheapflights users on 9/22. 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.
Tue 10/64:45 pm -
1 stop5h 35m
Fri 10/910:55 pm -
1 stop12h 50m
Deal found 9/22![Southwest logo]()
$522
Last-minute flights from Amarillo to ChicagoDiscover last-minute flight deals from Amarillo to Chicago. Data last updated September 26, 2026 and is based on user searches.
Discover last-minute flight deals from Amarillo to Chicago. Data last updated September 26, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Wed 10/75:30 pm -
1 stop5h 16m
Sun 10/115:30 am -
1 stop5h 54m
Deal found 9/22![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 9/23. 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 10/95:45 pm -
1 stop7h 25m
Tue 10/134:45 pm -
1 stop6h 10m
Deal found 9/23![Southwest logo]()
$517
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:06 pm -
1 stop4h 53m
Sun 10/185:00 am -
1 stop4h 52m
Deal found 9/22![American Airlines logo]()
$401
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Tue 10/203:01 pm -
1 stop7h 09m
Tue 10/272:50 pm -
1 stop5h 25m
Deal found 9/22![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:00 am -
2 stops11h 30m
Tue 10/272:22 pm -
1 stop8h 18m
Deal found 9/22![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:06 pm -
1 stop4h 53m
Fri 10/305:00 am -
1 stop7h 15m
Deal found 9/25![American Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 pm -
1 stop7h 25m
Fri 10/307:15 am -
1 stop6h 45m
Deal found 9/25![Southwest logo]()
$365
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Sat 10/2412:45 pm -
1 stop7h 53m
Sun 10/255:00 am -
1 stop4h 52m
Deal found 9/26![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 10/303:01 pm -
1 stop7h 09m
Tue 11/33:52 pm -
1 stop7h 24m
Deal found 9/23![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 9/23. 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 10/305:45 pm -
1 stop7h 25m
Tue 11/37:05 am -
1 stop6h 10m
Deal found 9/23![Southwest logo]()
$345
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/303:19 pm -
1 stop6h 17m
Sun 11/15:30 am -
1 stop5h 52m
Deal found 9/24![United Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 10/305:25 pm -
2 stops15h 58m
Tue 11/33:56 pm -
1 stop5h 45m
Deal found 9/23![United Airlines logo]()
$521
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 September 26, 2026.
Search for one-way flight options from Amarillo to Chicago. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/173:19 pm -
1 stop8h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$163
This Southwest deal was found by Cheapflights users on 9/22. 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.
Tue 11/173:50 pm -
1 stop4h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$163
This United Airlines deal was found by Cheapflights users on 9/25. 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 10/93:20 pm -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![United Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/33:20 pm -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 9/23. 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 10/35:50 am -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$327
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Sat 1/25:51 pm -
1 stop5h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![American Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Sat 1/25:27 pm -
2 stops18h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![United Airlines logo]()
$506
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:57 pm -
3 stops25h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$1,485
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:20 pm -
3 stops27h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$1,567
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 September 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (American Airlines) |
One-way from | $163 (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 September 26, 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
Tue 11/17
3:19 pm-11:25 pm
1 stop8h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$163
Quickest round-trip
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Tue 11/17
3:50 pm-7:55 pm
1 stop4h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$163
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Fri 10/9
3:20 pm-9:42 pm
1 stop6h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Mon 12/7
5:20 pm-10:39 pm
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/9
2:22 pm-10:39 pm
1 stop8h 17m
$325
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Sat 10/3
5:50 am-1:05 pm
1 stop7h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$327
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 10/3
3:20 pm-11:27 pm
1 stop8h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$327
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Fri 10/30
2:30 pm-10:15 pm
2 stops7h 45m
Chicago Midway
Tue 11/3
8:00 am-4:25 pm
2 stops8h 25m
$355
AmarilloChicago
AMA Amarillo - MDW Chicago Midway
AMAMDW
Amarillo
Fri 10/23
5:45 pm-1:10 am
1 stop7h 25m
Chicago Midway
Fri 10/30
5:40 am-2:50 pm
2 stops9h 10m
$370
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 10/24
12:45 pm-8:38 pm
1 stop7h 53m
Chicago O'Hare Intl
Sun 10/25
5:00 am-9:52 am
1 stop4h 52m
$381
AmarilloChicago
AMA Amarillo - ORD Chicago O'Hare Intl
AMAORD
Amarillo
Sat 1/2
5:51 pm-11:03 pm
1 stop5h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$389
Showing 1-10 of 26 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 September.
| 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 September 26, 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
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
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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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 September 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$334 | Average$606 | FlexibilityNo cancel fee | On-time71% |