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Cheap flights from Stillwater to Chicago from $282

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Stillwater to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 11:02 amSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
5h 02m1 stop Dallas/Fort Worth
American Airlines Logo
5:05 pm - 10:45 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
5h 40m1 stop Dallas/Fort Worth
$463American Airlines
Thu, Nov 12 - Thu, Nov 19
American Airlines Logo
3:09 pm - 10:10 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
7h 01m1 stop Dallas/Fort Worth
American Airlines Logo
2:50 pm - 10:46 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
7h 56m1 stop Dallas/Fort Worth
$525American Airlines
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
3:09 pm - 9:30 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
6h 21m1 stop Dallas/Fort Worth
American Airlines Logo
3:50 pm - 10:46 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
6h 56m1 stop Dallas/Fort Worth
$892American Airlines
Wed, Oct 14 - Sun, Oct 18
American Airlines Logo
6:05 am - 3:59 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
9h 54m2 stops Dallas/Fort Worth Fayetteville Northwest Arkansas
American Airlines Logo
5:16 pm - 10:46 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
5h 30m1 stop Dallas/Fort Worth
$909American Airlines
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
3:22 pm - 10:15 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
6h 53m1 stop Dallas/Fort Worth
American Airlines Logo
3:00 pm - 10:44 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
7h 44m1 stop Dallas/Fort Worth
$1,064American Airlines
Wed, Dec 16 - Tue, Dec 22
American Airlines Logo
6:05 am - 3:59 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
9h 54m2 stops Dallas/Fort Worth Fayetteville Northwest Arkansas
American Airlines Logo
8:14 am - 10:46 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
14h 32m1 stop Dallas/Fort Worth
$1,169American Airlines
Wed, Oct 14 - Sun, Oct 18
American Airlines Logo
3:22 pm - 11:15 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
7h 53m1 stop Dallas/Fort Worth
American Airlines Logo
3:21 pm - 10:45 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
7h 24m2 stops Fayetteville Northwest Arkansas Dallas/Fort Worth
$1,284American Airlines
Thu, Nov 12 - Thu, Nov 19
American Airlines Logo
3:22 pm - 10:15 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
6h 53m1 stop Dallas/Fort Worth
American Airlines Logo
3:18 pm - 10:44 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
7h 26m2 stops Little Rock Dallas/Fort Worth
$1,397American Airlines
Wed, Dec 16 - Tue, Dec 22
American Airlines Logo
6:05 am - 2:39 pmSWO  Stillwater Searcy Fld-ORD Chicago O'Hare Intl
8h 34m2 stops Dallas/Fort Worth Lambert-St Louis
American Airlines Logo
1:51 pm - 10:46 pmORD  Chicago O'Hare Intl-SWO Stillwater Searcy Fld
8h 55m2 stops Omaha Eppley Airfield Dallas/Fort Worth
$1,921American Airlines
Wed, Oct 14 - Sun, Oct 18

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American Airlines flights from Stillwater to Chicago

Our best American Airlines deals on Stillwater to Chicago flight tickets
American Airlines
Nov 12
SWO6:00 amStillwater Searcy Fld
5h 02m
1 stop
ORD11:02 amChicago O'Hare Intl
Nov 19
ORD5:05 pmChicago O'Hare Intl
5h 40m
1 stop
SWO10:45 pmStillwater Searcy Fld
$463
American Airlines
Oct 14
SWO3:09 pmStillwater Searcy Fld
6h 21m
1 stop
ORD9:30 pmChicago O'Hare Intl
Oct 18
ORD3:50 pmChicago O'Hare Intl
6h 56m
1 stop
SWO10:46 pmStillwater Searcy Fld
$892
American Airlines
Dec 16
SWO3:22 pmStillwater Searcy Fld
6h 53m
1 stop
ORD10:15 pmChicago O'Hare Intl
Dec 22
ORD3:00 pmChicago O'Hare Intl
7h 44m
1 stop
SWO10:44 pmStillwater Searcy Fld
$1,064

momondo Fare Finder

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

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Price

Cheapest round-trip
Quickest round-trip

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Thu 11/12

6:00 am-11:02 am

1 stop5h 02m

Chicago O'Hare Intl

Thu 11/19

5:05 pm-10:45 pm

1 stop5h 40m

$463

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Tue 10/13

3:09 pm-10:10 pm

1 stop7h 01m

Chicago O'Hare Intl

Sat 10/17

2:50 pm-10:46 pm

1 stop7h 56m

$525

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Wed 10/14

3:09 pm-9:30 pm

1 stop6h 21m

Chicago O'Hare Intl

Sun 10/18

3:50 pm-10:46 pm

1 stop6h 56m

$892

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Tue 10/13

6:05 am-3:59 pm

2 stops9h 54m

Chicago O'Hare Intl

Sat 10/17

5:16 pm-10:46 pm

1 stop5h 30m

$909

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Wed 12/16

3:22 pm-10:15 pm

1 stop6h 53m

Chicago O'Hare Intl

Tue 12/22

3:00 pm-10:44 pm

1 stop7h 44m

$1,064

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Wed 10/14

6:05 am-3:59 pm

2 stops9h 54m

Chicago O'Hare Intl

Sun 10/18

8:14 am-10:46 pm

1 stop14h 32m

$1,169

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Thu 11/12

3:22 pm-11:15 pm

1 stop7h 53m

Chicago O'Hare Intl

Thu 11/19

3:21 pm-10:45 pm

2 stops7h 24m

$1,284

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Wed 12/16

3:22 pm-10:15 pm

1 stop6h 53m

Chicago O'Hare Intl

Tue 12/22

3:18 pm-10:44 pm

2 stops7h 26m

$1,397

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Wed 10/14

6:05 am-2:39 pm

2 stops8h 34m

Chicago O'Hare Intl

Sun 10/18

1:51 pm-10:46 pm

2 stops8h 55m

$1,921
Cheapest one-way
Quickest one-way

StillwaterChicago

SWO Stillwater Searcy Fld - ORD Chicago O'Hare Intl

SWOORD

Stillwater Searcy Fld

Thu 12/17

2:53 pm-7:59 pm

1 stop5h 06m

$282

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Stillwater to Chicago

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 airline that flies from Stillwater Searcy Fld to Chicago?

American Airlines is the most popular carrier operating from Stillwater Searcy Fld to Chicago

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Stillwater according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Stillwater to Chicago

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

Cheap Stillwater to Chicago (SWO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Stillwater to Chicago

Best Price Found

$282

Fastest flight time

6h 21m

Direct flights

None
The best one-way flight to Chicago from Stillwater in the past 72 hours is $282. The best round-trip flight deal from Stillwater to Chicago found on momondo in the last 72 hours is $463.
The fastest flight from Stillwater to Chicago takes 6h 21m
There are no direct flights from Stillwater to Chicago. There are no popular flight routes from Stillwater to Chicago.
Search flight deals

Frequently asked questions about flying from Stillwater to Chicago

  • How far is Stillwater Searcy Fld to Chicago by plane?

    Chicago is 643.0 mi away from Stillwater Searcy Fld. A reasonable flight in good conditions will take 6h 21m.

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

    Prices for flights from Stillwater Searcy Fld Airport to Chicago were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Stillwater Searcy Fld Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport