HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Gulf Shores

$54+ Cheap flights from Chicago (CHI) to Gulf Shores, AL

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Gulf Shores 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.

The best prices from Chicago to Gulf Shores are usually found in January or April, booked 63 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Gulf Shores

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Gulf Shores (GU9). 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 noviembre 21, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$228
(Delta)

One-way from

$60
(Frontier)
High demand for flights, 17% potential price rise
Search Deals
Best time to find cheap flights, 26% potential price drop
Search Deals
From Chicago (CHI) to Gulf Shores
Search Deals
One-way flight from Chicago (CHI) to Gulf Shores
Search Deals

Find flight deals from Chicago to Gulf Shores

Cheapest flights from Chicago to Gulf Shores
Explore the most affordable flight options available from Chicago to Gulf Shores. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/115:00 amORD - PNS
1 stop11h 09mSpirit Airlines
lun. 12/232:48 pmPNS - ORD
1 stop25h 18mSpirit Airlines
Deal found 11/21$231
This Delta deal was found by Cheapflights users on 11/19. 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.
sáb. 12/75:55 pmORD - PNS
1 stop5h 15mDelta
sáb. 12/145:37 pmPNS - ORD
1 stop6h 21mDelta
Deal found 11/19$238
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/67:15 amMDW - PNS
1 stop11h 07mFrontier
dom. 12/87:17 pmPNS - MDW
1 stop28h 56mFrontier
Deal found 11/21$238
This Mytrip deal was found by Cheapflights users on 11/20. 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.
lun. 12/308:14 pmORD - PNS
2 stops19h 55mMultiple Airlines
dom. 1/54:22 pmPNS - ORD
1 stop15h 25mMultiple Airlines
Deal found 11/20$254
This American Airlines deal was found by Cheapflights users on 11/21. 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.
lun. 12/305:35 pmORD - PNS
1 stop6h 18mAmerican Airlines
sáb. 1/46:09 amPNS - ORD
1 stop7h 05mAmerican Airlines
Deal found 11/21$288
This United Airlines deal was found by Cheapflights users on 11/20. 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.
mié. 12/113:50 pmORD - PNS
1 stop6h 09mUnited Airlines
lun. 12/232:21 pmPNS - ORD
Nonstop2h 32mUnited Airlines
Deal found 11/20$289
This Delta deal was found by Cheapflights users on 11/21. 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.
mié. 12/46:00 amMDW - PNS
1 stop4h 15mDelta
mar. 12/175:47 pmPNS - MDW
1 stop4h 19mDelta
Deal found 11/21$303
This KAYAK deal was found by Cheapflights users on 11/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/22:55 pmORD - PNS
1 stop7h 50mSouthwest
mié. 12/48:45 amPNS - ORD
1 stop4h 15mSouthwest
Deal found 11/20$307
This KAYAK deal was found by Cheapflights users on 11/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/25:30 amMDW - PNS
1 stop3h 45mSouthwest
mié. 12/411:45 amPNS - MDW
2 stops21h 15mSouthwest
Deal found 11/20$312
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/256:00 amORD - PNS
1 stop10h 38mFrontier
mié. 11/278:58 pmPNS - ORD
1 stop15h 17mFrontier
Deal found 11/20$352
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/2511:50 amMDW - PNS
2 stops27h 24mMultiple Airlines
lun. 12/27:10 pmPNS - MDW
2 stops53h 03mMultiple Airlines
Deal found 11/19$373

Find flights from Chicago to Gulf Shores within your budget

Customize your flight search to find flights from Chicago to Gulf Shores 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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mié. 4/16

5:29 am-11:55 am

1 stop6h 26m

Pensacola

mié. 4/23

4:41 pm-10:24 pm

1 stop5h 43m

$228

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

mar. 1/7

10:57 am-5:00 pm

1 stop6h 03m

Pensacola

mar. 2/4

6:00 am-11:59 am

1 stop5h 59m

$228

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mié. 12/11

5:00 am-4:09 pm

1 stop11h 09m

Pensacola

lun. 12/23

2:48 pm-4:06 pm

1 stop25h 18m

$231

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mar. 3/18

7:10 am-2:27 pm

1 stop7h 17m

Pensacola

mar. 4/1

12:38 pm-8:53 pm

1 stop8h 15m

$238

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

vie. 1/17

10:53 am-1:23 pm

Nonstop2h 30m

Pensacola

sáb. 1/18

2:36 pm-5:08 pm

Nonstop2h 32m

$239

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

lun. 12/30

8:14 pm-4:09 pm

2 stops19h 55m

Pensacola

dom. 1/5

4:22 pm-7:47 am

1 stop15h 25m

$254

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

jue. 12/5

7:15 am-6:13 pm

1 stop10h 58m

Pensacola

dom. 12/8

7:17 pm-12:13 am

1 stop28h 56m

$258

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

mié. 1/29

7:30 am-3:25 pm

1 stop7h 55m

Pensacola

sáb. 2/1

7:45 am-7:40 pm

2 stops11h 55m

$293

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

mar. 1/7

9:05 am-5:25 pm

2 stops8h 20m

Pensacola

mar. 2/4

8:20 am-1:35 pm

1 stop5h 15m

$293

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

mar. 1/7

9:21 am-4:09 pm

3 stops30h 48m

Pensacola

mar. 2/4

2:18 pm-5:47 pm

3 stops27h 29m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Chicago to Gulf Shores

Have a flexible travel schedule? Discover the best time to fly to Gulf Shores from Chicago 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.

Travel insights for flights from Chicago to Gulf Shores

Get recent, data-driven insights about flights from Chicago to Gulf Shores including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Gulf Shores. Price data was last updated on November 15, 2024.

The price you pay for your flight from Chicago to Gulf Shores may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Gulf Shores?

Currently, September is the cheapest month in which you can book a flight from Chicago to Gulf Shores (average of $296). Flying from Chicago to Gulf Shores in March is currently the most expensive (average of $380). 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 CHI to GU9?

Find hourly flight availability from Chicago to Gulf Shores. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 21, 2024.

When flying from Chicago to Gulf Shores, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Gulf Shores?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Gulf Shores. Price data was last updated on November 18, 2024.

Travelers seeking maximum savings on their Chicago to Gulf Shores flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Gulf Shores by month

Plan your trip to Gulf Shores by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Gulf Shores ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Gulf Shores when rainfall is around 4.2 in.

Temperature in Gulf Shores by month

Plan your trip to Gulf Shores by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Gulf Shores, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Gulf Shores

Get insights into the airlines that provide service to Gulf Shores. 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 Gulf Shores. Reviews last updated noviembre 21, 2024.
Peruse reviews from past customers who have flown with American Airlines, Spirit Airlines and United Airlines from Chicago to Gulf Shores to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Spirit Airlines
6.3
Okay
8,169 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Gulf Shores. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Gulf Shores one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $60. Users have also found prices from $82 and $105 on Spirit Airlines and United Airlines, respectively.

  • What are the most reliable airlines from Chicago to Gulf Shores?

    No one likes to see their flight delayed. When booking a flight from Chicago to Gulf Shores consider choosing SkyWest Airlines (95%), United Airlines (93%) or Air New Zealand (93%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Gulf Shores?

    On average you can expect to pay $364 for a flight from Chicago to Gulf Shores. The cheapest flight overall is $159 while the most popular route, (Chicago O'Hare Intl - Pensacola) is currently priced at $167.

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

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

  • How can I find direct flights from Chicago to Gulf Shores?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Gulf Shores 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 Chicago to Gulf Shores?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Gulf Shores (average of $296). Flying from Chicago to Gulf Shores in March is currently the most expensive (average of $380). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Gulf Shores

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Atlanta flights
Midway to Atlanta flights
O'Hare Intl to Pensacola flights
St. Louis to Atlanta flights
O'Hare Intl to Birmingham flights
O'Hare Intl to Chattanooga flights
Midway to Pensacola flights
O'Hare Intl to Huntsville flights
O'Hare Intl to Valparaiso flights
O'Hare Intl to Mobile flights
Moline to Pensacola flights
Midway to Birmingham flights
Moline to Atlanta flights
St. Louis to Pensacola flights
Bloomington to Atlanta flights
St. Louis to Valparaiso flights
St. Louis to Birmingham flights
Midway to Huntsville flights
St. Louis to Mobile flights
Midway to Mobile flights
Moline to Valparaiso flights
Midway to Chattanooga flights
O'Hare Intl to Montgomery flights
Peoria to Pensacola flights
Midway to Valparaiso flights
Evansville to Atlanta flights
O'Hare Intl to Columbus flights
St. Louis to Huntsville flights
Bloomington to Pensacola flights
Peoria to Atlanta flights
Midway to Columbus flights
St. Louis to Chattanooga flights
Moline to Mobile flights
Peoria to Mobile flights
O'Hare Intl to Dothan flights
Moline to Birmingham flights
Midway to Montgomery flights
Bloomington to Valparaiso flights
Peoria to Valparaiso flights
Midway to Dothan flights
Evansville to Pensacola flights
Evansville to Valparaiso flights
Springfield to Atlanta flights
Springfield to Pensacola flights
Evansville to Montgomery flights
Peoria to Birmingham flights
Bloomington to Birmingham flights
Bloomington to Mobile flights
Champaign to Atlanta flights
Peoria to Chattanooga flights

Top 6 airlines flying from Chicago to Gulf Shores

Discover the top 6 airlines that operate flights from Chicago to Gulf Shores. 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 2,612,795 searches. Data last updated noviembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$174FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$100Average$187FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$143Average$390FlexibilityNo cancel feeOn-time63%
DeltaCheapest$199Average$375FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$204Average$361FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$231Average$444FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines