$94+ Cheap flights from Huntsville (HSV) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — CHI
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Find cheap flights from Huntsville 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.Cheapflights Tip: The best prices from Huntsville to Chicago are usually found in January or December, booked 84 days in advance, depart on a Thursday or Friday and return on a Tuesday
Cheap flight deals from Huntsville to Chicago
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Best
Last-minute
One-way
Cheapest flights from Huntsville to ChicagoExplore the most affordable flight options available from Huntsville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
Explore the most affordable flight options available from Huntsville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:41 pm
HSV
- ORD
1 stop21h 43m
Multiple Airlines
Mon 6/81:29 pm
ORD
- HSV
2 stops21h 31m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:44 am
HSV
- ORD
1 stop13h 15m
Multiple Airlines
Sun 5/173:44 pm
ORD
- HSV
1 stop18h 10m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 5/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:43 am
HSV
- ORD
Nonstop2h 22m
American Airlines
Tue 6/910:35 pm
ORD
- HSV
Nonstop1h 58m
American Airlines
Deal found 5/5![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:43 am
HSV
- ORD
Nonstop2h 22m
American Airlines
Thu 6/2510:35 pm
ORD
- HSV
Nonstop1h 58m
American Airlines
Deal found 5/4![American Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:44 am
HSV
- ORD
1 stop13h 15m
Multiple Airlines
Mon 5/186:55 am
ORD
- HSV
2 stops28h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 pm
HSV
- ORD
1 stop5h 59m
Delta
Tue 6/97:01 am
ORD
- HSV
1 stop7h 07m
Delta
Deal found 5/5![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:20 pm
HSV
- MDW
1 stop4h 26m
Delta
Wed 10/79:30 am
MDW
- HSV
1 stop4h 01m
Delta
Deal found 5/6![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
HSV
- ORD
2 stops23h 21m
Multiple Airlines
Thu 6/254:59 pm
ORD
- HSV
1 stop25h 33m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 5/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:06 pm
HSV
- ORD
1 stop6h 28m
American Airlines
Thu 5/288:13 am
ORD
- HSV
Nonstop2h 00m
American Airlines
Deal found 5/6![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:30 am
HSV
- MDW
1 stop6h 00m
Delta
Sun 9/209:30 am
MDW
- HSV
1 stop3h 59m
Delta
Deal found 5/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:03 pm
HSV
- MDW
1 stop4h 22m
Delta
Wed 7/2911:05 am
MDW
- HSV
1 stop4h 24m
Delta
Deal found 5/5![Delta logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:20 pm
HSV
- ORD
2 stops35h 43m
Multiple Airlines
Sun 7/128:05 am
ORD
- HSV
1 stop24h 49m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$305
Best flights from Huntsville to ChicagoDiscover carefully curated flight deals from Huntsville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
Discover carefully curated flight deals from Huntsville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/182:03 pm
HSV
- ORD
1 stop4h 26m
Delta
Thu 6/259:48 am
ORD
- HSV
1 stop5h 44m
Delta
Deal found 5/4![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:03 pm
HSV
- ORD
1 stop6h 28m
Delta
Sat 7/1811:16 am
ORD
- HSV
1 stop5h 10m
Delta
Deal found 5/3![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 pm
HSV
- ORD
1 stop6h 07m
Delta
Mon 6/17:07 am
ORD
- HSV
1 stop6h 19m
Delta
Deal found 5/1![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:03 pm
HSV
- ORD
1 stop4h 26m
Delta
Sat 6/132:35 pm
ORD
- HSV
1 stop6h 36m
Delta
Deal found 5/1![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:50 pm
HSV
- ORD
1 stop7h 18m
Delta
Sun 8/26:35 am
ORD
- HSV
1 stop6h 48m
Delta
Deal found 5/6![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:00 am
HSV
- ORD
1 stop4h 37m
Delta
Mon 7/201:44 pm
ORD
- HSV
1 stop3h 50m
Delta
Deal found 5/4![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:06 pm
HSV
- ORD
1 stop3h 59m
Delta
Sun 5/312:59 pm
ORD
- HSV
1 stop5h 38m
Delta
Deal found 5/3![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:30 am
HSV
- ORD
1 stop3h 54m
Delta
Wed 10/71:15 pm
ORD
- HSV
1 stop5h 41m
Delta
Deal found 5/6![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:34 pm
HSV
- ORD
1 stop4h 22m
Delta
Sat 6/132:35 pm
ORD
- HSV
1 stop6h 36m
Delta
Deal found 5/1![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
HSV
- MDW
1 stop6h 38m
Delta
Sat 7/1810:55 am
MDW
- HSV
1 stop5h 31m
Delta
Deal found 5/5![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
HSV
- MDW
1 stop6h 38m
Delta
Mon 8/36:05 am
MDW
- HSV
1 stop5h 41m
Delta
Deal found 5/5![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:06 pm
HSV
- MDW
1 stop4h 27m
Delta
Sun 5/316:23 am
MDW
- HSV
1 stop5h 26m
Delta
Deal found 5/4![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:06 pm
HSV
- MDW
1 stop4h 27m
Delta
Sat 5/236:23 am
MDW
- HSV
1 stop5h 28m
Delta
Deal found 5/6![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:14 am
HSV
- MDW
1 stop4h 42m
Delta
Sat 6/1310:55 am
MDW
- HSV
1 stop5h 31m
Delta
Deal found 5/4![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:19 pm
HSV
- MDW
1 stop3h 56m
Delta
Mon 7/2011:05 am
MDW
- HSV
1 stop6h 29m
Delta
Deal found 5/4![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:21 am
HSV
- MDW
1 stop4h 38m
Delta
Wed 8/1910:54 am
MDW
- HSV
1 stop6h 38m
Delta
Deal found 5/5![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 5/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 am
HSV
- MDW
1 stop6h 42m
Delta
Tue 6/99:17 am
MDW
- HSV
1 stop4h 51m
Delta
Deal found 5/2![Delta logo]()
$394
Last-minute flights from Huntsville to ChicagoDiscover last-minute flight deals from Huntsville to Chicago. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Huntsville to Chicago. Data last updated May 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:44 am
HSV
- ORD
1 stop13h 15m
Multiple Airlines
Sun 5/173:44 pm
ORD
- HSV
1 stop18h 10m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:44 am
HSV
- ORD
1 stop13h 15m
Multiple Airlines
Mon 5/186:55 am
ORD
- HSV
2 stops28h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:35 pm
HSV
- MDW
1 stop3h 37m
Delta
Sat 5/239:22 am
MDW
- HSV
1 stop4h 12m
Delta
Deal found 5/4![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 5/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:06 pm
HSV
- ORD
1 stop6h 28m
American Airlines
Thu 5/288:13 am
ORD
- HSV
Nonstop2h 00m
American Airlines
Deal found 5/6![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:25 am
HSV
- MDW
1 stop4h 35m
Delta
Sun 5/316:23 am
MDW
- HSV
1 stop7h 03m
Delta
Deal found 5/5![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 5/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:43 am
HSV
- ORD
Nonstop2h 16m
American Airlines
Sun 5/318:13 am
ORD
- HSV
Nonstop2h 00m
American Airlines
Deal found 5/5![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:14 am
HSV
- MDW
1 stop4h 42m
Delta
Sat 6/1310:55 am
MDW
- HSV
1 stop5h 31m
Delta
Deal found 5/4![Delta logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:41 pm
HSV
- ORD
1 stop21h 43m
Multiple Airlines
Mon 6/81:29 pm
ORD
- HSV
2 stops21h 31m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$252
This American Airlines deal was found by Cheapflights users on 5/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:43 am
HSV
- ORD
Nonstop2h 22m
American Airlines
Tue 6/910:35 pm
ORD
- HSV
Nonstop1h 58m
American Airlines
Deal found 5/5![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 pm
HSV
- ORD
1 stop5h 59m
Delta
Tue 6/97:01 am
ORD
- HSV
1 stop7h 07m
Delta
Deal found 5/5![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:43 am
HSV
- ORD
Nonstop2h 22m
American Airlines
Thu 6/2510:35 pm
ORD
- HSV
Nonstop1h 58m
American Airlines
Deal found 5/4![American Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
HSV
- ORD
2 stops23h 21m
Multiple Airlines
Thu 6/254:59 pm
ORD
- HSV
1 stop25h 33m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$293
One-way flights from Huntsville to ChicagoSearch for one-way flight options from Huntsville to Chicago. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
Search for one-way flight options from Huntsville to Chicago. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:44 am
HSV
- ORD
1 stop26h 40m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:44 am
HSV
- ORD
1 stop26h 41m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:46 pm
HSV
- ORD
2 stops17h 09m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:46 pm
HSV
- ORD
2 stops17h 09m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:01 pm
HSV
- ORD
2 stops37h 54m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:44 am
HSV
- ORD
2 stops22h 09m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:01 pm
HSV
- ORD
2 stops37h 54m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:01 pm
HSV
- MDW
2 stops28h 01m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:08 pm
HSV
- ORD
2 stops38h 45m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:44 am
HSV
- ORD
2 stops34h 09m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:44 am
HSV
- MDW
2 stops36h 24m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$140
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/122:03 pm
HSV
- MDW
1 stop4h 22m
Delta
Deal found 5/6![Delta logo]()
$173
Find flight deals from Huntsville to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Huntsville (HSV) 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 May 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $252 (Kiwi.com) |
One-way from | $94 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $278 |
Good round-trip deal | $349 or less |
Good one-way deal | $252 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Huntsville to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 7, 2026.
Use the filters below to find and compare flights from Huntsville to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Thu 6/18
2:03 pm-6:29 pm
1 stop4h 26m
Chicago O'Hare Intl
Thu 6/25
9:48 am-3:32 pm
1 stop5h 44m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Tue 7/14
2:03 pm-8:31 pm
1 stop6h 28m
Chicago O'Hare Intl
Sat 7/18
11:16 am-4:26 pm
1 stop5h 10m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Sat 5/23
6:00 pm-12:07 am
1 stop6h 07m
Chicago O'Hare Intl
Mon 6/1
7:07 am-1:26 pm
1 stop6h 19m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Thu 6/11
2:03 pm-6:29 pm
1 stop4h 26m
Chicago O'Hare Intl
Sat 6/13
2:35 pm-9:11 pm
1 stop6h 36m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Thu 7/30
2:50 pm-10:08 pm
1 stop7h 18m
Chicago O'Hare Intl
Sun 8/2
6:35 am-1:23 pm
1 stop6h 48m
$289
Quickest round-trip
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Fri 7/17
6:00 am-10:37 am
1 stop4h 37m
Chicago O'Hare Intl
Mon 7/20
1:44 pm-5:34 pm
1 stop3h 50m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Fri 5/29
2:06 pm-6:05 pm
1 stop3h 59m
Chicago O'Hare Intl
Sun 5/31
2:59 pm-8:37 pm
1 stop5h 38m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Sat 10/3
6:30 am-10:24 am
1 stop3h 54m
Chicago O'Hare Intl
Wed 10/7
1:15 pm-6:56 pm
1 stop5h 41m
$289
HuntsvilleChicago
HSV - ORD
HSVORD
Huntsville
Wed 6/3
12:34 pm-4:56 pm
1 stop4h 22m
Chicago O'Hare Intl
Sat 6/13
2:35 pm-9:11 pm
1 stop6h 36m
$289
HuntsvilleChicago
HSV - MDW
HSVMDW
Huntsville
Tue 7/14
6:00 am-12:38 pm
1 stop6h 38m
Chicago Midway
Sat 7/18
10:55 am-4:26 pm
1 stop5h 31m
$289
Showing 1-10 of 33 resultsSorted by cheapest first
Compare providers for flights from Huntsville 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 Huntsville to Chicago in May.
| 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 Huntsville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Huntsville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Huntsville-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Huntsville-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 Huntsville-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 Huntsville to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Huntsville with our price prediction graph.
HSV-CHI
HSV-ORD
HSV-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 Huntsville to Chicago
HSV-CHI
HSV-ORD
HSV-MDW
How far ahead should I book a flight from Huntsville to Chicago?
Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Huntsville to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Huntsville to Chicago?
Currently, November is the cheapest month in which you can book a flight from Huntsville to Chicago (average of $117). Flying from Huntsville to Chicago in March is currently the most expensive (average of $223). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HSV to CHI?
Find hourly flight availability from Huntsville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 7, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 53% on flights from Huntsville to Chicago by exploring options for tickets in the evening.
Weekly flight availability from Huntsville to Chicago
Explore weekly flight availability from Huntsville to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 7, 2026.
The most flights from HSV to CHI are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Huntsville to Chicago?
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 May 7, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Huntsville to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Boarding
7.7
Food
6.6
Overall
7.4
Comfort
7.3
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Related info for your journey
Find useful and relevant information for your journey from Huntsville 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
Hammond
Porter
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Huntsville and Chicago flights
Browse other Huntsville and Chicago flight options. Last updated on May 7, 2026.
Other flights from Huntsville
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Huntsville to Chicago
Discover the top 3 airlines that operate flights from Huntsville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$279 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$279 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$523 | FlexibilityNo cancel fee | On-timeN/A |