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Cheap flights from Stillwater to Chicago from $393

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Stillwater to Chicago departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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American Airlines Logo
2:29 pm - 7:18 pmSWO-ORD
4h 49m1 stop
American Airlines Logo
3:02 pm - 10:00 pmORD-SWO
6h 58m1 stop
$393American Airlines
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Wed, Mar 4 - Mon, Mar 9
American Airlines Logo
2:37 pm - 7:40 pmSWO-ORD
5h 03m1 stop
American Airlines Logo
2:54 pm - 10:49 pmORD-SWO
7h 55m1 stop
$437American Airlines
Find Deal
Mon, Nov 10 - Fri, Nov 14
American Airlines Logo
6:06 am - 10:58 amSWO-ORD
4h 52m1 stop
American Airlines Logo
6:51 am - 1:45 pmORD-SWO
6h 54m1 stop
$463American Airlines
Find Deal
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
6:06 am - 7:50 pmSWO-ORD
13h 44m2 stops
American Airlines Logo
8:05 am - 1:45 pmORD-SWO
5h 40m1 stop
$598American Airlines
Find Deal
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
6:06 am - 1:06 pmSWO-ORD
7h 00m1 stop
American Airlines Logo
9:40 am - 10:00 pmORD-SWO
12h 20m2 stops
$610American Airlines
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Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
6:06 am - 7:50 pmSWO-ORD
13h 44m2 stops
American Airlines Logo
4:40 pm - 1:45 pmORD-SWO
21h 05m2 stops
$671American Airlines
Find Deal
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
6:06 am - 7:50 pmSWO-ORD
13h 44m2 stops
American Airlines Logo
4:40 pm - 1:45 pmORD-SWO
21h 05m2 stops
$680American Airlines
Find Deal
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
5:56 am - 2:20 pmSWO-ORD
8h 24m2 stops
American Airlines Logo
6:00 am - 1:45 pmORD-SWO
7h 45m1 stop
$726American Airlines
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Wed, Mar 4 - Mon, Mar 9
American Airlines Logo
2:37 pm - 7:40 pmSWO-ORD
5h 03m1 stop
American Airlines Logo
7:05 am - 2:03 pmORD-SWO
6h 58m2 stops
$782American Airlines
Find Deal
Mon, Nov 10 - Fri, Nov 14

American Airlines flights from Stillwater to Chicago O'Hare Intl Airport

Our best American Airlines deals on Stillwater to Chicago O'Hare Intl Airport flight tickets
American Airlines
Mar 4
SWO2:29 pmStillwater Searcy Fld
4h 49m
1 stop
ORD7:18 pmChicago O'Hare Intl
Mar 9
ORD3:02 pmChicago O'Hare Intl
6h 58m
1 stop
SWO10:00 pmStillwater Searcy Fld
$393
Find similar
American Airlines
Nov 10
SWO2:37 pmStillwater Searcy Fld
5h 03m
1 stop
ORD7:40 pmChicago O'Hare Intl
Nov 14
ORD2:54 pmChicago O'Hare Intl
7h 55m
1 stop
SWO10:49 pmStillwater Searcy Fld
$437
Find similar
American Airlines
Apr 1
SWO6:06 amStillwater Searcy Fld
4h 52m
1 stop
ORD10:58 amChicago O'Hare Intl
Apr 4
ORD6:51 amChicago O'Hare Intl
6h 54m
1 stop
SWO1:45 pmStillwater Searcy Fld
$463
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Stillwater to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated October 26, 2025.
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

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 3/4

2:29 pm-7:18 pm

1 stop4h 49m

Chicago O'Hare Intl

Mon 3/9

3:02 pm-10:00 pm

1 stop6h 58m

$393

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Mon 11/10

2:37 pm-7:40 pm

1 stop5h 03m

Chicago O'Hare Intl

Fri 11/14

2:54 pm-10:49 pm

1 stop7h 55m

$437

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 4/1

6:06 am-10:58 am

1 stop4h 52m

Chicago O'Hare Intl

Sat 4/4

6:51 am-1:45 pm

1 stop6h 54m

$463

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 4/1

6:06 am-7:50 pm

2 stops13h 44m

Chicago O'Hare Intl

Sat 4/4

8:05 am-1:45 pm

1 stop5h 40m

$598

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 4/1

6:06 am-1:06 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 4/4

9:40 am-10:00 pm

2 stops12h 20m

$610

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 4/1

6:06 am-7:50 pm

2 stops13h 44m

Chicago O'Hare Intl

Sat 4/4

4:40 pm-1:45 pm

2 stops21h 05m

$671

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 4/1

6:06 am-7:50 pm

2 stops13h 44m

Chicago O'Hare Intl

Sat 4/4

4:40 pm-1:45 pm

2 stops21h 05m

$680

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Wed 3/4

5:56 am-2:20 pm

2 stops8h 24m

Chicago O'Hare Intl

Mon 3/9

6:00 am-1:45 pm

1 stop7h 45m

$726

StillwaterChicago

SWO - ORD

SWOORD

Stillwater Searcy Fld

Mon 11/10

2:37 pm-7:40 pm

1 stop5h 03m

Chicago O'Hare Intl

Fri 11/14

7:05 am-2:03 pm

2 stops6h 58m

$782

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Stillwater to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Stillwater in the morning is the least expensive time of day to depart. momondo users have found prices as low as $455 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $524. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Stillwater to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Stillwater to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Stillwater to Chicago O'Hare Intl Airport (SWO to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Stillwater to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Stillwater to Chicago O'Hare Intl Airport. There are no popular flight routes from Stillwater to Chicago O'Hare Intl Airport.
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  • How far is Stillwater Searcy Fld to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 635.6 mi away from Stillwater Searcy Fld. Typically, this will take 4h 49m by plane in normal conditions.

  • When did momondo last update prices for flights from Stillwater Searcy Fld Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Stillwater Searcy Fld Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Stillwater Searcy Fld Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Stillwater Searcy Fld Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Elgin
Aurora
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Stillwater to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Stillwater to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Stillwater to Chicago with flexible booking policies on momondo?

All flight searches from Stillwater to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Stillwater to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Stillwater.

I’m not ready to book a flight from Stillwater to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Stillwater to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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