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O'Hare Intl

$413+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWO — ORD
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
1 adult, Economy
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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 July 26, 2026.

This American Airlines deal was found by Cheapflights users on 7/22. 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 10/24:22 pm
SWO
-
ORD
1 stop7h 08m
American Airlines
Sun 10/48:15 am
ORD
-
SWO
1 stop6h 54m
American Airlines
Deal found 7/22$413
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 10/143:09 pm
SWO
-
ORD
1 stop6h 51m
American Airlines
Sat 10/178:15 am
ORD
-
SWO
1 stop6h 24m
American Airlines
Deal found 7/22$423
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Sun 8/93:39 pm
SWO
-
ORD
1 stop6h 34m
American Airlines
Thu 8/139:40 am
ORD
-
SWO
1 stop5h 29m
American Airlines
Deal found 7/25$487
This American Airlines deal was found by Cheapflights users on 7/21. 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.
Wed 8/53:39 pm
SWO
-
ORD
1 stop5h 37m
American Airlines
Sun 8/98:20 am
ORD
-
SWO
1 stop6h 49m
American Airlines
Deal found 7/21$644

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 July 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$413
(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 July 26, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 10/14

3:09 pm-10:00 pm

1 stop6h 51m

Chicago O'Hare Intl

Sat 10/17

8:15 am-2:39 pm

1 stop6h 24m

$413

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Fri 10/2

4:22 pm-11:30 pm

1 stop7h 08m

Chicago O'Hare Intl

Sun 10/4

8:15 am-3:09 pm

1 stop6h 54m

$413
Quickest round-trip

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Sun 8/9

3:39 pm-10:13 pm

1 stop6h 34m

Chicago O'Hare Intl

Thu 8/13

9:40 am-3:09 pm

1 stop5h 29m

$487

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 8/5

6:05 am-11:11 am

1 stop5h 06m

Chicago O'Hare Intl

Sun 8/9

2:59 pm-10:46 pm

2 stops7h 47m

$941

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Sorted by cheapest first
  • 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.

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 51m. 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.

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
Benton Harbor
Rosemont
Schaumburg
Lake Geneva
Naperville
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Racine
Great Lakes
Janesville
Joliet

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