HSV - CHI

$99 Find Cheap Flights from Huntsville to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Huntsville to Chicago departing on 8/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$177
Typical prices: $209-$357
Multiple Airlines
Mon 8/17Mon 8/24
HSV - ORD • 1 stop
Cheapest non-stop
$269
Typical prices: $209-$350
American Airlines
Wed 8/5Sat 8/8
HSV - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
Check the airline app early for delay alerts on Huntsville to Chicago O'Hare flights.
On United, plan a checked bag; overhead bins can be much smaller than usual.
Expert advice
Expert advice
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Expert advice
Expert advice
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Top airlines
Cheapest • from $269 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 2h 19m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 18% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 41% price drop
Most popular
Good to know
Good to know
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Huntsville to Chicago (HSV-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Huntsville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Huntsville to Chicago

Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
11:48 am - 12:50 pm
HSV
-
ORD
25h 02m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$177Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
10:47 am - 11:10 pm
HSV
-
ORD
12h 23m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$184Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
10:47 am - 11:10 pm
HSV
-
ORD
12h 23m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$189Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
11:48 am - 12:50 pm
HSV
-
ORD
25h 02m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$197Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Multiple Airlines Logo
9:20 am - 11:08 pm
HSV
-
ORD
13h 48m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$199Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
5:28 pm - 12:50 pm
HSV
-
ORD
19h 22m
2 stops
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$210Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
11:48 am - 12:50 pm
HSV
-
ORD
25h 02m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$216Multiple Airlines
Fri, Aug 21 - Mon, Aug 24
Multiple Airlines Logo
10:47 am - 11:08 pm
HSV
-
ORD
12h 21m
1 stop
Multiple Airlines Logo
8:05 am - 4:48 pm
ORD
-
HSV
8h 43m
1 stop
$217Multiple Airlines
Wed, Oct 21 - Wed, Oct 28
Delta Logo
5:30 pm - 10:25 pm
HSV
-
MDW
4h 55m
1 stop
Delta Logo
10:58 am - 3:54 pm
MDW
-
HSV
4h 56m
1 stop
$289Delta
Thu, Jul 30 - Wed, Aug 5
Delta Logo
6:19 pm - 10:15 pm
HSV
-
MDW
3h 56m
1 stop
Delta Logo
12:46 pm - 7:04 pm
MDW
-
HSV
6h 18m
1 stop
$309Delta
Booking Insights

KAYAK's insights & trends for Huntsville to Chicago flights

Get data-powered insights and trends into flights from Huntsville to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Huntsville to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Huntsville to Chicago departing in August.

What is the cheapest Huntsville to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Huntsville to Chicago costs $269 on the route between Huntsville (HSV) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Huntsville to Chicago?

The average price of all round-trip flights from Huntsville to Chicago clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Friday and more expensive on a Sunday. On your return trip to Huntsville, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

What is the cheapest month to fly from Huntsville to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Huntsville to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Huntsville to Chicago is November, where tickets cost $117 (return) on average. On the other hand, the most expensive months are March and July, where the average cost of round-trip tickets is $223 and $219 respectively.

Can I save money by flying with a layover from Huntsville to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $257 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Huntsville to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Huntsville to Chicago, you should book around 3 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Expert advice

Expert advice for your flight from Huntsville to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Huntsville to Chicago O'Hare Airport

When to book flights from Huntsville to Chicago

Are your dates flexible? Find out the best times to travel from Huntsville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from Huntsville to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Huntsville to Chicago 
DouglasFlew with American Airlines
HSV
-
ORD
Jun 2025
Check your app for delay notices. This notice did come out early in the morning - I failed to check it. Checking it could have saved 4 hours at the airport
DinaFlew with United Airlines
HSV
-
ORD
Nov 2024
Be prepared for delays and plan to check your luggage. Overhead bins are ⅓ the size of a typical bin.

FAQs for booking flights from Huntsville to Chicago

  • What is the cheapest flight from Huntsville to Chicago?

    In the last 5 days, the lowest price for a flight from Huntsville to Chicago was $99 for a one-way ticket and $177 for a round-trip.

  • Do I need a passport to fly between Huntsville and Chicago?

    A passport is not required to fly from Huntsville to Chicago.

  • Which airports will I be using when flying from Huntsville to Chicago?

    On your way to Chicago, you’ll fly out from Huntsville. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Huntsville to Chicago?

    All the following airlines offer inflight Wi-Fi service on the Huntsville to Chicago flight route: American Airlines, Delta, Virgin Atlantic, KLM, Air France, and JetBlue.

  • Which aircraft models fly most regularly from Huntsville to Chicago?

    The Canadair (Bombardier) Regional Jet CRJ-550 is the aircraft model that flies most regularly on the Huntsville to Chicago flight route.

  • Which airline alliances offer flights from Huntsville to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Huntsville and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Huntsville to Chicago?

    There are nonstop flights from Huntsville to Chicago on a daily basis.

  • Which is the best airline for flights from Huntsville to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Huntsville to Chicago are United Airlines and American Airlines. With an average price for the route of $317 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $290 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Huntsville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Huntsville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Huntsville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Huntsville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Huntsville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Huntsville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Huntsville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Huntsville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Huntsville to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $292 or less one-way and $345 or less round-trip.

Prefer to fly direct from Huntsville to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Huntsville to Chicago.
Find which airlines fly direct from Huntsville Airport to Chicago, which days they fly and book direct flights.

Direct departures

Huntsville to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Huntsville

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top airlines flying from Huntsville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Huntsville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Huntsville to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9983 reviews
6.7Food
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
Airline reviews

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

6.0 GoodLanny, Jul 2026
BUF - ORD
Read more United Airlines reviews

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

Exceptional, I’d like to specifically recognize Robert for his outstanding customer service. He is professional, pleasant, and personable.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Using the wifi system was nice. Being able to actually connect to the internet, send and receive emails and text would be nice.

Everything you need to know for your flight from Huntsville to Chicago

Information on your arrival and departure airports