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$78+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — CHI
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheapflights Tip: The best prices from Huntsville to Chicago are usually found in January or February, booked 84 days in advance, depart on a Friday or Saturday and return on a Wednesday

Cheap 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 February 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/202:49 pm
HSV
-
ORD
1 stop8h 14m
Multiple Airlines
Mon 2/235:15 am
ORD
-
HSV
1 stop8h 44m
Multiple Airlines
Deal found 2/1$174
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/202:49 pm
HSV
-
ORD
1 stop8h 58m
Multiple Airlines
Sun 2/223:40 pm
ORD
-
HSV
1 stop22h 19m
Multiple Airlines
Deal found 1/31$177
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/62:49 pm
HSV
-
ORD
1 stop20h 33m
Multiple Airlines
Sun 3/88:16 pm
ORD
-
HSV
1 stop17h 43m
Multiple Airlines
Deal found 2/2$178
This Delta deal was found by Cheapflights users on 2/4. 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 3/66:55 pm
HSV
-
ORD
1 stop5h 01m
Delta
Sun 3/85:30 am
ORD
-
HSV
1 stop4h 38m
Delta
Deal found 2/4$187
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 3/47:15 pm
HSV
-
ORD
1 stop24h 22m
Multiple Airlines
Mon 3/95:15 am
ORD
-
HSV
1 stop8h 44m
Multiple Airlines
Deal found 2/3$190
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/47:15 pm
HSV
-
ORD
1 stop24h 22m
Multiple Airlines
Sun 3/88:16 pm
ORD
-
HSV
1 stop17h 43m
Multiple Airlines
Deal found 1/31$191
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 3/14:48 pm
HSV
-
ORD
2 stops24h 35m
Multiple Airlines
Sun 3/88:16 pm
ORD
-
HSV
1 stop17h 43m
Multiple Airlines
Deal found 2/1$206
This Delta deal was found by Cheapflights users on 2/3. 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 3/37:45 am
HSV
-
MDW
1 stop4h 14m
Delta
Tue 3/1012:47 pm
MDW
-
HSV
1 stop6h 24m
Delta
Deal found 2/3$229
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/261:27 pm
HSV
-
MDW
1 stop24h 59m
Multiple Airlines
Sun 3/19:04 pm
MDW
-
HSV
2 stops16h 55m
Multiple Airlines
Deal found 2/3$254
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 5/216:00 am
HSV
-
MDW
1 stop6h 42m
Delta
Sat 5/239:22 am
MDW
-
HSV
1 stop4h 06m
Delta
Deal found 2/3$264
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/177:45 am
HSV
-
MDW
1 stop4h 14m
Delta
Sat 2/216:00 am
MDW
-
HSV
1 stop5h 58m
Delta
Deal found 2/2$269
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 7/96:30 am
HSV
-
MDW
1 stop6h 00m
Delta
Mon 7/136:00 am
MDW
-
HSV
1 stop5h 04m
Delta
Deal found 2/3$299

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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$178
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$257

Good round-trip deal

$337 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Huntsville-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Huntsville-Chicago (CHI) flights.
Search Deals
From Huntsville to Chicago (CHI)
Search Deals
One-way flight from Huntsville to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Huntsville to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Huntsville to Chicago (CHI).
Search Deals

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 February 5, 2026.
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

Fri 3/6

2:49 pm-11:22 am

1 stop20h 33m

Chicago O'Hare Intl

Sun 3/8

8:16 pm-1:59 pm

1 stop17h 43m

$178

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 3/4

7:15 pm-7:37 pm

1 stop24h 22m

Chicago O'Hare Intl

Sun 3/8

8:16 pm-1:59 pm

1 stop17h 43m

$191

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 3/4

7:15 pm-5:03 pm

1 stop21h 48m

Chicago O'Hare Intl

Mon 3/9

5:15 am-1:59 pm

1 stop8h 44m

$196

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Sun 3/1

4:48 pm-5:23 pm

2 stops24h 35m

Chicago O'Hare Intl

Sun 3/8

8:16 pm-1:59 pm

1 stop17h 43m

$206

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 3/4

2:25 pm-4:43 pm

Nonstop2h 18m

Chicago O'Hare Intl

Mon 3/9

9:15 pm-11:06 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 3/4

6:02 am-8:25 am

Nonstop2h 23m

Chicago O'Hare Intl

Mon 3/9

8:59 pm-10:50 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Thu 3/5

2:15 pm-4:28 pm

Nonstop2h 13m

Chicago O'Hare Intl

Mon 3/9

8:59 pm-10:50 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Tue 3/3

2:25 pm-4:43 pm

Nonstop2h 18m

Chicago O'Hare Intl

Tue 3/10

11:05 am-1:05 pm

Nonstop2h 00m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Sat 3/21

5:55 pm-8:13 pm

Nonstop2h 18m

Chicago O'Hare Intl

Sat 3/28

9:15 pm-11:06 pm

Nonstop1h 51m

$209

HuntsvilleChicago

HSV - MDW

HSVMDW

Huntsville

Sat 3/21

2:05 pm-5:54 pm

1 stop3h 49m

Chicago Midway

Sat 3/28

9:35 am-1:23 pm

1 stop3h 48m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 35 results
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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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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 January 30, 2026.

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, February is the cheapest month in which you can book a flight from Huntsville to Chicago (average of $37). Flying from Huntsville to Chicago in December is currently the most expensive (average of $140). 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 February 5, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 46% 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 February 5, 2026.

The most flights from HSV to CHI are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 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 February 5, 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.
United Airlines
7.4
Good
9,236 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,222 reviews
United Airlines
7.4
Good
9,236 reviews

Crew

8.1

Entertainment

7.1

Boarding

7.7

Food

6.6

Overall

7.4

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 18m. Your travel time can differ by up to 1h 31m. 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, American Airlines ($209), United Airlines ($209), and Delta ($212) offers the cheapest pricing from Huntsville to Chicago. You may be able to fly from Huntsville to Chicago for 25% 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 Envoy Air (95%), United Airlines (70%) and American Airlines (69%).

  • What are the cheapest flights from Huntsville to Chicago?

    While on average a flight from Huntsville to Chicago is generally $622, our data shows the cheapest flight currently is $144. When looking at the most popular route, (Huntsville - Chicago O'Hare Intl), you can expect to pay $180 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, February is the cheapest month in which you can book a flight from Huntsville to Chicago (average of $37). Flying from Huntsville to Chicago in December is currently the most expensive (average of $140). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$279FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$275FlexibilityNo cancel feeOn-time71%
DeltaCheapest$212Average$373FlexibilityNo cancel feeOn-timeN/A

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