How long is the flight from Chicago to Orange Beach?

A quick flight from Chicago to Orange Beach can take about 2h 26m. Delta provides one of the quickest options available for as low as $229. The distance between Chicago and Orange Beach is about 795 mi. This flight may include one or multiple stops.

What are the cheapest airlines to fly from Chicago to Orange Beach one-way?

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $62. Delta flights start at $88 while deals on Southwest start at $98 one-way.

In terms of precipitation, rainfall in Orange Beach 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 Orange Beach when rainfall is around 4.2 in.

If weather is an important factor for your trip to Orange Beach, 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).

What are the cheapest flights from Chicago to Orange Beach?

While on average a flight from Chicago to Orange Beach is generally $311, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Chicago O'Hare Intl - Pensacola), you can expect to pay $172 for that flight.

What are the most reliable airlines from Chicago to Orange Beach?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Orange Beach on time: United Airlines (83%), Air New Zealand (76%), Envoy Air (71%).

What are the most popular airlines that fly from Chicago to Orange Beach?

The most popular airlines flying from Chicago to Orange Beach are United Airlines, American Airlines and Delta. Something to consider prior to booking your flight.

Can I find deals for flights from Chicago to Orange Beach that include hotel bookings?

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

How can I find direct flights from Chicago to Orange Beach?

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

Can I find deals for business class flights from Chicago to Orange Beach?

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

$89+ Flights from Chicago to Orange Beach

Q: How much does it cost to fly round-trip from Chicago to Orange Beach?

Airfare is below average for this route at the moment. Chicago to Orange Beach flights typically cost between $258 and $466 in January. The cheapest round-trip price found within the last 3 days was $223 on Multiple Airlines (Jan 10-Feb 5).

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Chicago to Orange Beach 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.

Cheapflights Tip: The best prices from Chicago to Orange Beach are usually found in September or November, booked 62 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Orange Beach

Cheapest flights from Chicago to Orange Beach
Explore the most affordable flight options available from Chicago to Orange Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Wed 12/315:31 pmORD - PNS

1 stop4h 16mDelta

Wed 1/712:55 pmPNS - ORD

1 stop7h 52mDelta

Deal found 12/17

$249

Wed 12/315:35 amMDW - PNS

1 stop3h 45mSouthwest

Wed 1/77:50 amPNS - MDW

1 stop5h 30mSouthwest

Deal found 12/17

$249

Wed 12/316:05 amORD - PNS

2 stops36h 09mMultiple Airlines

Wed 1/71:58 pmPNS - ORD

1 stop21h 24mMultiple Airlines

Deal found 12/17

$275

Wed 12/3110:13 amORD - PNS

Nonstop2h 25mAmerican Airlines

Wed 1/76:42 amPNS - ORD

1 stop6h 40mAmerican Airlines

Deal found 12/17

$285

Tue 12/305:21 amORD - PNS

1 stop5h 18mAmerican Airlines

Mon 1/56:10 amPNS - ORD

1 stop7h 04mAmerican Airlines

Deal found 12/17

$304

Fri 12/265:05 pmMDW - PNS

1 stop6h 08mDelta

Mon 1/55:54 pmPNS - MDW

1 stop4h 13mDelta

Deal found 12/17

$329

Wed 12/3110:55 amORD - PNS

Nonstop2h 36mUnited Airlines

Wed 1/72:13 pmPNS - ORD

Nonstop2h 46mUnited Airlines

Deal found 12/17

$330

Thu 12/251:22 pmORD - PNS

1 stop5h 40mDelta

Mon 12/294:10 pmPNS - ORD

1 stop5h 04mDelta

Deal found 12/16

$339

Fri 12/265:05 pmMDW - PNS

1 stop6h 08mDelta

Mon 12/294:10 pmPNS - MDW

1 stop6h 12mDelta

Deal found 12/17

$339

Tue 12/235:00 amMDW - PNS

1 stop6h 15mSouthwest

Sat 12/272:00 pmPNS - MDW

1 stop9h 55mSouthwest

Deal found 12/16

$344

Wed 12/247:30 amORD - PNS

1 stop5h 33mSpirit Airlines

Tue 12/301:58 pmPNS - ORD

1 stop10h 32mSpirit Airlines

Deal found 12/15

$351

Fri 12/265:21 amORD - PNS

1 stop5h 18mAmerican Airlines

Tue 12/304:19 pmPNS - ORD

1 stop8h 24mAmerican Airlines

Deal found 12/16

$353

Best flights from Chicago to Orange Beach
Discover carefully curated flight deals from Chicago to Orange Beach that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

Sat 3/75:25 amORD - PNS

1 stop5h 01mDelta

Sat 3/148:15 amPNS - ORD

1 stop5h 03mDelta

Deal found 12/17

$229

Fri 3/610:50 amORD - PNS

Nonstop2h 26mUnited Airlines

Mon 3/97:00 amPNS - ORD

Nonstop2h 38mUnited Airlines

Deal found 12/15

$229

Thu 1/86:00 amMDW - PNS

1 stop3h 50mSouthwest

Sun 1/114:25 pmPNS - MDW

1 stop6h 05mSouthwest

Deal found 12/15

$229

Sat 1/1710:48 amORD - PNS

1 stop5h 49mSpirit Airlines

Mon 1/194:03 pmPNS - ORD

1 stop7h 43mSpirit Airlines

Deal found 12/17

$255

Fri 3/65:25 amORD - PNS

1 stop7h 05mDelta

Mon 3/96:15 amPNS - ORD

1 stop7h 03mDelta

Deal found 12/15

$229

Wed 3/410:40 amORD - PNS

Nonstop2h 27mUnited Airlines

Sun 3/87:00 amPNS - ORD

Nonstop2h 39mUnited Airlines

Deal found 12/15

$229

Wed 3/259:43 amORD - PNS

1 stop5h 26mDelta

Tue 3/318:15 amPNS - ORD

1 stop5h 03mDelta

Deal found 12/16

$229

Sat 3/75:25 amORD - PNS

1 stop5h 01mDelta

Thu 3/125:23 pmPNS - ORD

1 stop6h 33mDelta

Deal found 12/17

$229

Wed 1/289:55 amORD - PNS

1 stop5h 01mDelta

Sat 2/76:00 amPNS - ORD

1 stop4h 44mDelta

Deal found 12/16

$229

Tue 1/205:30 amORD - PNS

1 stop7h 05mDelta

Fri 1/236:07 pmPNS - ORD

1 stop5h 48mDelta

Deal found 12/16

$229

Fri 4/177:10 amORD - PNS

1 stop7h 13mDelta

Fri 4/243:35 pmPNS - ORD

1 stop5h 41mDelta

Deal found 12/16

$229

Fri 1/165:31 pmMDW - PNS

1 stop5h 42mDelta

Wed 2/41:40 pmPNS - MDW

1 stop3h 49mDelta

Deal found 12/14

$229

Wed 2/186:00 amMDW - PNS

1 stop6h 30mDelta

Tue 2/241:37 pmPNS - MDW

1 stop4h 08mDelta

Deal found 12/15

$229

Sat 1/176:45 amMDW - PNS

1 stop7h 04mDelta

Sun 1/186:00 amPNS - MDW

1 stop4h 27mDelta

Deal found 12/14

$229

Mon 1/126:45 amMDW - PNS

1 stop4h 54mDelta

Mon 2/21:40 pmPNS - MDW

1 stop3h 49mDelta

Deal found 12/14

$229

Mon 2/166:40 pmMDW - PNS

1 stop4h 31mDelta

Mon 2/231:37 pmPNS - MDW

1 stop4h 08mDelta

Deal found 12/14

$229

Wed 5/271:05 pmMDW - PNS

1 stop4h 57mDelta

Sat 5/305:45 pmPNS - MDW

1 stop4h 00mDelta

Deal found 12/16

$229

Tue 1/66:45 amMDW - PNS

1 stop4h 54mDelta

Fri 1/912:35 pmPNS - MDW

1 stop3h 54mDelta

Deal found 12/15

$229

Wed 2/186:00 amMDW - PNS

1 stop6h 30mDelta

Mon 2/231:37 pmPNS - MDW

1 stop4h 08mDelta

Deal found 12/16

$229

Mon 1/126:45 amMDW - PNS

1 stop4h 54mDelta

Thu 2/51:40 pmPNS - MDW

1 stop3h 49mDelta

Deal found 12/14

$229

Wed 6/1012:10 pmORD - PNS

1 stop5h 52mDelta

Wed 6/171:59 pmPNS - ORD

1 stop7h 17mDelta

Deal found 12/16

$254

Last-minute flights from Chicago to Orange Beach
Discover last-minute flight deals from Chicago to Orange Beach. Data last updated December 18, 2025 and is based on user searches.

Mon 1/57:30 amORD - PNS

1 stop10h 44mSpirit Airlines

Fri 1/94:03 pmPNS - ORD

1 stop7h 43mSpirit Airlines

Deal found 12/16

$237

Thu 1/85:15 amORD - PNS

1 stop9h 53mMultiple Airlines

Sun 1/115:33 pmPNS - ORD

2 stops18h 02mMultiple Airlines

Deal found 12/15

$230

Sat 1/104:46 pmORD - PNS

2 stops14h 49mMultiple Airlines

Thu 2/54:03 pmPNS - ORD

1 stop7h 43mMultiple Airlines

Deal found 12/14

$223

Sat 1/1010:48 amORD - PNS

1 stop5h 49mMultiple Airlines

Fri 1/305:33 pmPNS - ORD

2 stops20h 44mMultiple Airlines

Deal found 12/14

$224

Sat 1/1010:48 amORD - PNS

1 stop5h 49mSpirit Airlines

Wed 1/145:33 pmPNS - ORD

3 stops24h 43mSpirit Airlines

Deal found 12/15

$232

Mon 1/129:55 amORD - PNS

1 stop3h 58mDelta

Mon 1/196:00 amPNS - ORD

1 stop4h 07mDelta

Deal found 12/16

$229

Wed 1/146:45 amMDW - PNS

1 stop4h 54mDelta

Thu 2/51:40 pmPNS - MDW

1 stop3h 49mDelta

Deal found 12/14

$229

Fri 1/165:15 amORD - PNS

1 stop9h 53mSpirit Airlines

Thu 2/54:03 pmPNS - ORD

1 stop7h 43mSpirit Airlines

Deal found 12/14

$234

Fri 1/167:20 amORD - PNS

1 stop7h 48mSpirit Airlines

Mon 1/194:03 pmPNS - ORD

1 stop19h 19mSpirit Airlines

Deal found 12/16

$235

Fri 1/165:15 amORD - PNS

1 stop9h 53mSpirit Airlines

Tue 1/205:33 pmPNS - ORD

1 stop24h 19mSpirit Airlines

Deal found 12/16

$236

Mon 1/1910:07 amMDW - PNS

1 stop6h 30mMultiple Airlines

Sat 1/245:33 pmPNS - MDW

2 stops18h 12mMultiple Airlines

Deal found 12/16

$232

Tue 1/206:00 amMDW - PNS

1 stop3h 50mSouthwest

Wed 1/217:50 amPNS - MDW

2 stops7h 05mSouthwest

Deal found 12/15

$236

One-way flights from Chicago to Orange Beach
Search for one-way flight options from Chicago to Orange Beach. Find affordable one-way fares based on user searches. Data last updated December 18, 2025.

Sat 1/173:49 pmORD - PNS

1 stop24h 48mMultiple Airlines

Deal found 12/16

$89

Mon 1/124:31 pmMDW - PNS

1 stop24h 06mMultiple Airlines

Deal found 12/16

$89

Sun 1/1810:48 amORD - PNS

1 stop5h 49mSpirit Airlines

Deal found 12/17

$90

Sun 1/186:01 pmMDW - PNS

1 stop22h 36mMultiple Airlines

Deal found 12/16

$90

Thu 1/151:13 pmORD - PNS

1 stop25h 55mMultiple Airlines

Deal found 12/17

$91

Thu 1/155:15 amORD - PNS

1 stop9h 53mSpirit Airlines

Deal found 12/16

$92

Tue 1/1310:48 amORD - PNS

1 stop5h 49mSpirit Airlines

Deal found 12/16

$94

Mon 1/1910:07 amMDW - PNS

1 stop6h 30mMultiple Airlines

Deal found 12/17

$94

Sun 3/17:35 amORD - PNS

1 stop9h 29mMultiple Airlines

Deal found 12/15

$95

Wed 2/115:32 pmORD - PNS

1 stop22h 22mSpirit Airlines

Deal found 12/15

$99

Sat 2/148:00 amMDW - PNS

1 stop9h 04mMultiple Airlines

Deal found 12/14

$99

Mon 1/125:15 amORD - PNS

1 stop9h 53mSpirit Airlines

Deal found 12/16

$100

Find flight deals from Chicago to Orange Beach

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$223 (Kiwi.com)
One-way from	$89 (Kiwi.com)
Popular in	March
Cheapest in	September
Average price	$343

Provider with most accurate pricing for Chicago (CHI)-Pensacola flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Pensacola flights.

Search Deals

From Chicago (CHI) to Orange Beach

Search Deals

One-way flight from Chicago (CHI) to Orange Beach

Search Deals

Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Orange Beach that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Sat 3/7

5:25 am-10:26 am

1 stop5h 01m

Pensacola

Sat 3/14

8:15 am-1:18 pm

1 stop5h 03m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Fri 3/6

10:50 am-1:16 pm

Nonstop2h 26m

Pensacola

Mon 3/9

7:00 am-9:38 am

Nonstop2h 38m

$229

ChicagoPensacola

MDW - PNS

MDWPNS

Chicago Midway

Thu 1/8

6:00 am-9:50 am

1 stop3h 50m

Pensacola

Sun 1/11

4:25 pm-10:30 pm

1 stop6h 05m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Fri 3/6

5:25 am-12:30 pm

1 stop7h 05m

Pensacola

Mon 3/9

6:15 am-1:18 pm

1 stop7h 03m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 3/4

10:40 am-1:07 pm

Nonstop2h 27m

Pensacola

Sun 3/8

7:00 am-9:39 am

Nonstop2h 39m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 3/25

9:43 am-3:09 pm

1 stop5h 26m

Pensacola

Tue 3/31

8:15 am-1:18 pm

1 stop5h 03m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Sat 3/7

5:25 am-10:26 am

1 stop5h 01m

Pensacola

Thu 3/12

5:23 pm-11:56 pm

1 stop6h 33m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 1/28

9:55 am-2:56 pm

1 stop5h 01m

Pensacola

Sat 2/7

6:00 am-10:44 am

1 stop4h 44m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 1/20

5:30 am-12:35 pm

1 stop7h 05m

Pensacola

Fri 1/23

6:07 pm-11:55 pm

1 stop5h 48m

$229

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Fri 4/17

7:10 am-2:23 pm

1 stop7h 13m

Pensacola

Fri 4/24

3:35 pm-9:16 pm

1 stop5h 41m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 39 results

Best time to book a flight from Chicago to Orange Beach

Have a flexible travel schedule? Discover the best time to fly to Orange Beach 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Orange Beach

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

The best time to book flights from Chicago to Orange Beach is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Orange Beach?

Currently, July is the cheapest month in which you can book a flight from Chicago to Orange Beach (average of $81). Flying from Chicago to Orange Beach in December is currently the most expensive (average of $208). 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 OB9?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 22% on flights from Chicago to Orange Beach by exploring options for tickets in the evening.

What is the cheapest day to fly from Chicago to Orange Beach?

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

How much does it cost to fly round-trip from Chicago to Orange Beach?

Reviews of airlines servicing Orange Beach

Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to Orange Beach. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

7.9

Good

4,250 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,005 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

United Airlines

7.4

Good

9,091 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

American Airlines

7.2

Good

11,054 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Spirit Airlines

6.3

Okay

8,190 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

How long is the flight from Chicago to Orange Beach?
A quick flight from Chicago to Orange Beach can take about 2h 26m. Delta provides one of the quickest options available for as low as $229. The distance between Chicago and Orange Beach is about 795 mi. This flight may include one or multiple stops.
What are the cheapest airlines to fly from Chicago to Orange Beach one-way?
To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $62. Delta flights start at $88 while deals on Southwest start at $98 one-way.
What are the most reliable airlines from Chicago to Orange Beach?
Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Orange Beach on time: United Airlines (83%), Air New Zealand (76%), Envoy Air (71%).
What are the cheapest flights from Chicago to Orange Beach?
While on average a flight from Chicago to Orange Beach is generally $311, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Chicago O'Hare Intl - Pensacola), you can expect to pay $172 for that flight.
Can I find deals for flights from Chicago to Orange Beach that include hotel bookings?
Yes. In addition to deals on Chicago to Orange Beach flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Orange Beach?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Orange Beach.
Can I find deals for business class flights from Chicago to Orange Beach?
Yes. Cheapflights offers flight deals from Chicago to Orange Beach 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 Orange Beach?
Currently, July is the cheapest month in which you can book a flight from Chicago to Orange Beach (average of $81). Flying from Chicago to Orange Beach in December is currently the most expensive (average of $208). 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

Alternative routes for Chicago to Orange Beach

O'Hare Intl to Atlanta flights

Midway to Atlanta flights

O'Hare Intl to Pensacola flights

St. Louis to Atlanta flights

Midway to Pensacola flights

O'Hare Intl to Birmingham flights

O'Hare Intl to Valparaiso flights

O'Hare Intl to Huntsville flights

Moline to Pensacola flights

O'Hare Intl to Chattanooga flights

St. Louis to Pensacola flights

O'Hare Intl to Mobile flights

Bloomington to Atlanta flights

Midway to Valparaiso flights

Midway to Birmingham flights

Moline to Atlanta flights

O'Hare Intl to Montgomery flights

Peoria to Pensacola flights

Midway to Montgomery flights

Midway to Mobile flights

St. Louis to Mobile flights

Peoria to Atlanta flights

St. Louis to Valparaiso flights

Midway to Huntsville flights

Midway to Chattanooga flights

St. Louis to Huntsville flights

St. Louis to Birmingham flights

Peoria to Birmingham flights

Moline to Mobile flights

O'Hare Intl to Dothan flights

Peoria to Chattanooga flights

Evansville to Pensacola flights

Evansville to Atlanta flights

Peoria to Mobile flights

Midway to Dothan flights

Springfield to Atlanta flights

Moline to Valparaiso flights

Belleville to Valparaiso flights

Peoria to Valparaiso flights

Bloomington to Valparaiso flights

Moline to Birmingham flights

Bloomington to Pensacola flights

Bloomington to Mobile flights

St. Louis to Chattanooga flights

Dubuque to Atlanta flights

O'Hare Intl to Columbus flights

Champaign to Atlanta flights

Springfield to Pensacola flights

Midway to Columbus flights

Springfield to Valparaiso flights

Top 6 airlines flying from Chicago to Orange Beach

Airline	Cheapest	Average	Flexibility	On-time
Allegiant Air	Cheapest$82	Average$151	FlexibilityNo cancel fee	On-time88%
Spirit Airlines	Cheapest$118	Average$211	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$177	Average$372	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$212	Average$372	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$214	Average$421	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$218	Average$397	FlexibilityNo cancel fee	On-time71%

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.

$89+ Cheap flights from Chicago (CHI) to Orange Beach, 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Orange Beach with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago to Orange Beach are usually found in September or November, booked 62 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Orange Beach

Cheapest flights from Chicago to Orange BeachExplore the most affordable flight options available from Chicago to Orange Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Explore the most affordable flight options available from Chicago to Orange Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Find flight deals from Chicago to Orange Beach

Keep the following information in mind while searching for Chicago to Orange Beach flight deals. Data was last updated December 18, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Orange Beach that are best for you.

Best time to book a flight from Chicago to Orange Beach

Have a flexible travel schedule? Discover the best time to fly to Orange Beach from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Orange Beach

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Orange Beach. Price data was last updated on December 12, 2025.

What is the cheapest month to book a flight from Chicago to Orange Beach?

What is the cheapest time of day to fly from CHI to OB9?

Find hourly flight availability from Chicago to Orange Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

What is the cheapest day to fly from Chicago to Orange Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Orange Beach. Price data was last updated on December 16, 2024.

How much does it cost to fly round-trip from Chicago to Orange Beach?

Reviews of airlines servicing Orange Beach

Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago to Orange Beach. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

How long is the flight from Chicago to Orange Beach?

What are the cheapest airlines to fly from Chicago to Orange Beach one-way?

What are the most reliable airlines from Chicago to Orange Beach?

What are the cheapest flights from Chicago to Orange Beach?

Can I find deals for flights from Chicago to Orange Beach that include hotel bookings?

How can I find direct flights from Chicago to Orange Beach?

Can I find deals for business class flights from Chicago to Orange Beach?

What is the cheapest month to book a flight from Chicago to Orange Beach?

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 Orange Beach

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to Orange Beach

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Chicago to Orange Beach
Explore the most affordable flight options available from Chicago to Orange Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.