HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$393+ Cheap flights from Stillwater (SWO) to O'Hare Intl (ORD)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
SWO — ORD
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stillwater to O'Hare Intl 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.

Cheap flight deals from Stillwater to O'Hare Intl

Cheapest flights from Stillwater to O'Hare Intl
Explore the most affordable flight options available from Stillwater to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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.
Thu 2/266:00 am
SWO
-
ORD
1 stop5h 03m
American Airlines
Tue 3/37:00 am
ORD
-
SWO
1 stop6h 36m
American Airlines
Deal found 1/25$393
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Tue 2/102:30 pm
SWO
-
ORD
1 stop4h 59m
American Airlines
Sat 2/144:49 pm
ORD
-
SWO
1 stop6h 10m
American Airlines
Deal found 1/25$457
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/142:26 pm
SWO
-
ORD
1 stop6h 14m
American Airlines
Thu 3/196:10 am
ORD
-
SWO
1 stop7h 46m
American Airlines
Deal found 1/26$622
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Fri 2/276:00 am
SWO
-
ORD
2 stops8h 00m
American Airlines
Mon 3/26:10 am
ORD
-
SWO
1 stop7h 26m
American Airlines
Deal found 1/25$811

Find flight deals from Stillwater to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Stillwater (SWO) to O'Hare Intl (ORD). 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$393
(American Airlines)
Provider with most accurate pricing for Stillwater Searcy Fld-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Stillwater Searcy Fld-Chicago O'Hare Intl flights.
Search Deals
From Stillwater Searcy Fld to Chicago O'Hare Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stillwater to O'Hare Intl 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 January 27, 2026.
Use the filters below to find and compare flights from Stillwater to Chicago O'Hare Intl Airport that are best for you.

Fly from

Stillwater

Fly to

O'Hare Intl

Route

Depart

Return

Price

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Fri 2/27

2:25 pm-8:40 pm

1 stop6h 15m

Chicago O'Hare Intl

Mon 3/2

6:10 am-1:36 pm

1 stop7h 26m

$393

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Thu 2/26

6:00 am-11:03 am

1 stop5h 03m

Chicago O'Hare Intl

Tue 3/3

7:00 am-1:36 pm

1 stop6h 36m

$393

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Tue 2/10

2:30 pm-7:29 pm

1 stop4h 59m

Chicago O'Hare Intl

Sat 2/14

4:49 pm-10:59 pm

1 stop6h 10m

$457

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Sat 3/14

2:26 pm-8:40 pm

1 stop6h 14m

Chicago O'Hare Intl

Thu 3/19

6:10 am-1:56 pm

1 stop7h 46m

$622

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

  • Most accurate provider: When it comes to deals on Stillwater-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Stillwater-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Stillwater-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Stillwater-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Stillwater-Chicago O'Hare Intl Airport 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 Stillwater to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Stillwater 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 Stillwater to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Stillwater to Chicago O'Hare Intl Airport?

Currently, June is the cheapest month in which you can book a flight from Stillwater to Chicago O'Hare Intl Airport (average of $127). Flying from Stillwater to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $302). 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.

Related info for your journey

Find useful and relevant information for your journey from Stillwater to O'Hare Intl. 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 Stillwater to Chicago O'Hare Intl?

    Located just 3.5 mi from the city center, Stillwater Searcy Fld is the airport most travelers will use when flying to Chicago O'Hare Intl from Stillwater. Booking flights from Searcy Fld (SWO) to Chicago O'Hare Intl should be relatively easy as there are 0 daily outbound flights to Chicago O'Hare Intl from 0 different airlines.

  • How long is the flight from Stillwater to Chicago O'Hare Intl Airport?

    Departing from Stillwater to Chicago O'Hare Intl Airport will take you 6h 15m. There are 635 mi between Stillwater and Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Stillwater to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Stillwater to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stillwater to O'Hare Intl?

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

  • Can I find deals for business class flights from Stillwater to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Stillwater to O'Hare Intl 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 Stillwater to Chicago O'Hare Intl Airport?

    Currently, June is the cheapest month in which you can book a flight from Stillwater to Chicago O'Hare Intl Airport (average of $127). Flying from Stillwater to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $302). 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 O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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.

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.