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$98+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Huntsville to Chicago are usually found in February or May, booked 84 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap 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 September 11, 2025.

Round-trip from

$190
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$279

Good round-trip deal

$283 or less

Good one-way deal

$239 or less
From Huntsville to Chicago (CHI)
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One-way flight from Huntsville to Chicago (CHI)
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Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Huntsville to Chicago (CHI).
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Price to beat on a one-way flight from Huntsville to Chicago (CHI).
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Find flight deals from Huntsville to Chicago

Cheapest flights from Huntsville to Chicago
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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/210:22 amHSV - ORD
Nonstop2h 13mAmerican Airlines
Mon 10/68:47 amORD - HSV
Nonstop1h 57mAmerican Airlines
Deal found 9/10$209
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/36:34 amHSV - ORD
Nonstop2h 20mAmerican Airlines
Sun 10/58:00 amORD - HSV
Nonstop1h 52mAmerican Airlines
Deal found 9/10$219
This Delta deal was found by Cheapflights users on 9/11. 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 10/251:17 pmHSV - ORD
1 stop3h 43mDelta
Mon 10/275:20 amORD - HSV
1 stop3h 44mDelta
Deal found 9/11$229
This Delta deal was found by Cheapflights users on 9/9. 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 10/86:15 amHSV - MDW
1 stop6h 13mDelta
Tue 10/149:35 amMDW - HSV
1 stop3h 46mDelta
Deal found 9/9$229
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/2212:17 pmHSV - ORD
Nonstop2h 14mAmerican Airlines
Mon 11/249:45 amORD - HSV
Nonstop2h 02mAmerican Airlines
Deal found 9/10$234
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/227:06 pmHSV - ORD
1 stop18h 09mMultiple Airlines
Fri 10/246:18 pmORD - HSV
1 stop14h 35mMultiple Airlines
Deal found 9/11$235
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/2010:59 amHSV - ORD
Nonstop2h 15mAmerican Airlines
Sun 9/288:00 amORD - HSV
Nonstop1h 52mAmerican Airlines
Deal found 9/10$244
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/177:03 pmHSV - ORD
1 stop4h 50mAmerican Airlines
Sun 10/198:24 pmORD - HSV
Nonstop2h 00mAmerican Airlines
Deal found 9/9$247
This Delta deal was found by Cheapflights users on 9/11. 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 9/275:52 pmHSV - ORD
1 stop4h 22mDelta
Mon 9/297:10 amORD - HSV
1 stop6h 06mDelta
Deal found 9/11$249
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/2612:29 pmHSV - ORD
1 stop18h 41mMultiple Airlines
Tue 10/281:56 pmORD - HSV
1 stop18h 57mMultiple Airlines
Deal found 9/11$250
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/257:06 pmHSV - ORD
2 stops29h 20mMultiple Airlines
Tue 10/281:56 pmORD - HSV
1 stop18h 57mMultiple Airlines
Deal found 9/11$252
This Delta deal was found by Cheapflights users on 9/11. 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 10/232:01 pmHSV - ORD
1 stop6h 22mDelta
Mon 10/275:20 amORD - HSV
1 stop3h 44mDelta
Deal found 9/11$254

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 September 11, 2025.
Use the filters below to find and compare flights from Huntsville to Chicago that are best for you.

Fly from

Huntsville

Fly to

Chicago

Route

Depart

Return

Price

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 10/8

6:10 pm-8:20 pm

Nonstop2h 10m

Chicago O'Hare Intl

Wed 10/15

3:35 pm-5:26 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Fri 10/10

6:10 pm-8:20 pm

Nonstop2h 10m

Chicago O'Hare Intl

Tue 10/14

3:35 pm-5:26 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 10/22

2:01 pm-8:23 pm

1 stop6h 22m

Chicago O'Hare Intl

Wed 10/29

6:45 am-12:32 pm

1 stop5h 47m

$229

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 10/22

2:01 pm-8:23 pm

1 stop6h 22m

Chicago O'Hare Intl

Sat 10/25

6:45 am-12:32 pm

1 stop5h 47m

$229

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Sat 10/25

1:17 pm-6:49 pm

1 stop5h 32m

Chicago O'Hare Intl

Wed 10/29

6:45 am-12:32 pm

1 stop5h 47m

$229

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Tue 10/21

6:09 am-12:16 pm

1 stop6h 07m

Chicago O'Hare Intl

Wed 10/29

7:10 am-1:21 pm

1 stop6h 11m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 11/5

2:01 pm-6:25 pm

1 stop4h 24m

Chicago Midway

Tue 11/11

12:47 pm-6:56 pm

1 stop6h 09m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Tue 10/7

6:09 am-11:53 am

1 stop5h 44m

Chicago Midway

Tue 10/14

9:35 am-1:21 pm

1 stop3h 46m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 10/22

6:15 am-12:28 pm

1 stop6h 13m

Chicago Midway

Tue 10/28

6:00 am-12:32 pm

1 stop6h 32m

$229

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Wed 11/5

2:01 pm-6:25 pm

1 stop4h 24m

Chicago Midway

Wed 11/12

9:32 am-1:35 pm

1 stop4h 03m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 45 results
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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.
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

How far ahead should I book a flight from Huntsville to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Huntsville to Chicago. Price data was last updated on August 29, 2025.

Booking 83 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, August is the cheapest month in which you can book a flight from Huntsville to Chicago (average of $245). Flying from Huntsville to Chicago in March is currently the most expensive (average of $321). 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 September 11, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 36% on flights from Huntsville to Chicago by exploring options for tickets in the morning.

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 September 11, 2025.

The most flights from HSV to CHI are scheduled on a Wednesday (13 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (9 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 September 11, 2025.
Get a feel of what it's like to fly with Delta, 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.
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What airport do you fly from for flights from Huntsville to Chicago?

    Located just 12.4 mi from the city center, Huntsville is the airport most travelers will use when flying to Chicago from Huntsville. Booking flights from Huntsville (HSV) to Chicago should be relatively easy as there are 10 daily outbound flights to Chicago from 3 different airlines.

  • How long is the flight from Huntsville to Chicago?

    United Airlines and Delta can get you from Huntsville to Chicago in just under 2h 10m. Your travel time can differ by up to 4h 12m. The distance from Huntsville to Chicago is about 510 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Huntsville to Chicago round-trip?

    According to our current data, United Airlines ($185), American Airlines ($189), and Delta ($278) offers the cheapest pricing from Huntsville to Chicago. You may be able to fly from Huntsville to Chicago for 34% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Huntsville to Chicago?

    The top 3 most reliable airlines when flying from Huntsville to Chicago are GoJet (81%), Japan Airlines (75%) and Aer Lingus (73%).

  • What are the cheapest flights from Huntsville to Chicago?

    While on average a flight from Huntsville to Chicago is generally $408, our data shows the cheapest flight currently is $134. When looking at the most popular route, (Huntsville - Chicago O'Hare Intl), you can expect to pay $190 for that flight.

  • Can I find deals for flights from Huntsville to Chicago that include hotel bookings?

    Yes. In addition to deals on Huntsville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Huntsville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Huntsville to Chicago.

  • Can I find deals for business class flights from Huntsville to Chicago?

    Yes. Cheapflights offers flight deals from Huntsville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Huntsville to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Huntsville to Chicago (average of $245). Flying from Huntsville to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$185Average$303FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$273FlexibilityNo cancel feeOn-time71%
DeltaCheapest$278Average$523FlexibilityNo cancel feeOn-timeN/A

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