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Stillwater

$186+ Cheap flights from Chicago (CHI) to Stillwater (SWO)

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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SWO
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap flight deals from Chicago to Stillwater

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Stillwater (SWO). 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 April 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$425
(American Airlines)

One-way from

$186
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Stillwater Searcy Fld flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Stillwater Searcy Fld flights.
Search Deals
From Chicago (CHI) to Stillwater Searcy Fld
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One-way flight from Chicago (CHI) to Stillwater Searcy Fld
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Find flight deals from Chicago to Stillwater

Cheapest flights from Chicago to Stillwater
Explore the most affordable flight options available from Chicago to Stillwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This American Airlines deal was found by Cheapflights users on 4/24. 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.
Sat 5/317:05 amORD - SWO
1 stop6h 49mAmerican Airlines
Sun 6/16:00 amSWO - ORD
1 stop5h 08mAmerican Airlines
Deal found 4/24$425

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Stillwater 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 April 25, 2025.
Use the filters below to find and compare flights from Chicago to Stillwater that are best for you.

Fly from

Chicago

Fly to

Stillwater

Route

Depart

Return

Price

ChicagoStillwater

ORD - SWO

ORDSWO

Chicago O'Hare Intl

Sat 5/31

7:05 am-1:54 pm

1 stop6h 49m

Stillwater Searcy Fld

Sun 6/1

6:00 am-11:08 am

1 stop5h 08m

$425

ChicagoStillwater

ORD - SWO

ORDSWO

Chicago O'Hare Intl

Sun 6/8

8:05 am-2:01 pm

1 stop5h 56m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Compare providers for flights from Chicago to Stillwater

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 Chicago to Stillwater in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
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 Chicago-Stillwater flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Stillwater flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Stillwater flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Stillwater 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 Chicago-Stillwater 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 Chicago to Stillwater

Have a flexible travel schedule? Discover the best time to fly to Stillwater 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 Stillwater

Rainfall in Stillwater by month

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

In terms of precipitation, rainfall in Stillwater ranges from 1.2 - 5.0 inches per month. May is typically the wettest month, when rainfall can reach 5.0 in. January is typically the driest time to visit Stillwater when rainfall is around 1.2 in.

Temperature in Stillwater by month

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

If weather is an important factor for your trip to Stillwater, 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 35.6 F).

Reviews of airlines servicing Stillwater

Get insights into the airlines that provide service to Stillwater. 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 Stillwater. Reviews last updated April 25, 2025.
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Boarding

7.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Stillwater. 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 into for flights to Stillwater from Chicago?

    For a flight from Chicago to Stillwater, you will be flying into Searcy Fld. Stillwater Searcy Fld (SWO) is just 3.5 mi from the center of the city. Searcy Fld is the only Stillwater airport and it handles 0 inbound flights from Chicago per day. 0 airlines have flights to Stillwater Searcy Fld from Chicago on a regular basis.

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

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

  • How can I find direct flights from Chicago to Stillwater?

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

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

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

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