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$81+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
HSV — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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

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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/1211:04 amHSV - ORD
1 stop24h 09mMultiple Airlines
Sun 12/143:20 pmORD - HSV
1 stop18h 54mMultiple Airlines
Deal found 10/28$167
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/261:53 pmHSV - ORD
1 stop26h 32mMultiple Airlines
Wed 12/34:01 pmORD - HSV
2 stops42h 13mMultiple Airlines
Deal found 10/27$191
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/212:57 pmHSV - ORD
1 stop8h 16mMultiple Airlines
Mon 11/245:00 amORD - HSV
1 stop8h 52mMultiple Airlines
Deal found 10/30$196
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/107:06 pmHSV - ORD
1 stop26h 45mMultiple Airlines
Sun 12/143:20 pmORD - HSV
1 stop18h 54mMultiple Airlines
Deal found 10/29$206
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/267:30 amHSV - ORD
Nonstop2h 16mUnited Airlines
Fri 11/285:59 pmORD - HSV
Nonstop1h 52mUnited Airlines
Deal found 10/28$209
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/1312:29 pmHSV - ORD
1 stop10h 37mMultiple Airlines
Mon 11/177:34 pmORD - HSV
2 stops39h 40mMultiple Airlines
Deal found 10/29$213
This United Airlines deal was found by Cheapflights users on 10/28. 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 10/311:15 pmHSV - ORD
Nonstop2h 10mUnited Airlines
Sat 12/65:59 pmORD - HSV
Nonstop1h 52mUnited Airlines
Deal found 10/28$228
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:15 pmHSV - ORD
Nonstop2h 10mUnited Airlines
Wed 11/1910:46 amORD - HSV
Nonstop1h 54mUnited Airlines
Deal found 10/28$229
This Delta deal was found by Cheapflights users on 10/28. 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 11/252:15 pmHSV - MDW
1 stop3h 53mDelta
Tue 12/25:13 pmMDW - HSV
1 stop5h 15mDelta
Deal found 10/28$229
This Delta deal was found by Cheapflights users on 10/29. 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 11/215:20 amHSV - MDW
1 stop4h 32mDelta
Sun 11/236:00 amMDW - HSV
1 stop6h 27mDelta
Deal found 10/29$258
This Delta deal was found by Cheapflights users on 10/29. 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 11/135:20 amHSV - MDW
1 stop4h 32mDelta
Mon 11/175:34 pmMDW - HSV
1 stop5h 15mDelta
Deal found 10/29$269
This Delta deal was found by Cheapflights users on 10/28. 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 11/145:20 amHSV - MDW
1 stop4h 32mDelta
Sun 11/166:00 amMDW - HSV
1 stop6h 27mDelta
Deal found 10/28$284

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(Kiwi.com)

One-way from

$81
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$335

Good round-trip deal

$322 or less

Good one-way deal

$249 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. 7% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 30, 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 12/10

7:06 pm-9:51 pm

1 stop26h 45m

Chicago O'Hare Intl

Sun 12/14

3:20 pm-10:14 am

1 stop18h 54m

$206

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Tue 11/25

1:15 pm-3:25 pm

Nonstop2h 10m

Chicago O'Hare Intl

Tue 12/2

5:59 pm-7:51 pm

Nonstop1h 52m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 12/10

6:32 am-8:55 am

Nonstop2h 23m

Chicago O'Hare Intl

Sun 12/14

9:50 am-11:51 am

Nonstop2h 01m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Thu 4/23

11:00 am-1:03 pm

Nonstop2h 03m

Chicago O'Hare Intl

Tue 4/28

6:15 pm-7:58 pm

Nonstop1h 43m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Fri 12/12

6:32 am-8:55 am

Nonstop2h 23m

Chicago O'Hare Intl

Sun 12/14

9:50 am-11:51 am

Nonstop2h 01m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Fri 11/21

1:15 pm-3:25 pm

Nonstop2h 10m

Chicago O'Hare Intl

Sun 11/23

5:59 pm-7:51 pm

Nonstop1h 52m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Fri 11/21

6:11 pm-8:25 pm

Nonstop2h 14m

Chicago O'Hare Intl

Mon 11/24

10:46 am-12:40 pm

Nonstop1h 54m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Wed 11/26

1:15 pm-3:25 pm

Nonstop2h 10m

Chicago O'Hare Intl

Wed 12/3

5:59 pm-7:51 pm

Nonstop1h 52m

$209

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Thu 1/15

1:27 pm-2:29 pm

1 stop25h 02m

Chicago O'Hare Intl

Thu 1/22

11:42 am-1:51 pm

1 stop26h 09m

$214

HuntsvilleChicago

HSV - ORD

HSVORD

Huntsville

Sat 11/22

2:40 pm-6:52 pm

1 stop4h 12m

Chicago O'Hare Intl

Tue 11/25

8:55 am-1:35 pm

1 stop4h 40m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 37 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Huntsville-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 24, 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, 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 June is currently the most expensive (average of $84). 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 October 30, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 44% on flights from Huntsville to Chicago by exploring options for tickets in the evening.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated October 30, 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
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 6 daily outbound flights to Chicago from 3 different airlines.

  • How long is the flight from Huntsville to Chicago?

    United Airlines, American Airlines, and Delta can get you from Huntsville to Chicago in just under 2h 10m. Your travel time can differ by up to 1h 43m. 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 ($205), American Airlines ($209), and Delta ($273) offers the cheapest pricing from Huntsville to Chicago. You may be able to fly from Huntsville to Chicago for 28% 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 (90%), Emirates (87%) and Air New Zealand (82%).

  • What are the cheapest flights from Huntsville to Chicago?

    While on average a flight from Huntsville to Chicago is generally $812, our data shows the cheapest flight currently is $173. When looking at the most popular route, (Huntsville - Chicago O'Hare Intl), you can expect to pay $209 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 June is currently the most expensive (average of $84). 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
Porter
Benton Harbor

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See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$205Average$291FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$267FlexibilityNo cancel feeOn-time71%
DeltaCheapest$273Average$523FlexibilityNo cancel feeOn-timeN/A

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