Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Springfield to Chicago from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Springfield to Chicago departing on 5/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Springfield to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:19 am - 7:07 am
SGF
-
ORD
1h 48mnonstop
American Airlines Logo
8:00 am - 9:51 am
ORD
-
SGF
1h 51mnonstop
$249American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
6:05 pm - 8:04 pm
SGF
-
ORD
1h 59mnonstop
American Airlines Logo
7:10 pm - 9:05 pm
ORD
-
SGF
1h 55mnonstop
$250American Airlines
Thu, Apr 16 - Sun, Apr 19
American Airlines Logo
10:21 am - 12:09 pm
SGF
-
ORD
1h 48mnonstop
American Airlines Logo
8:43 pm - 10:38 pm
ORD
-
SGF
1h 55mnonstop
$251American Airlines
Sat, Apr 11 - Sun, Apr 12
American Airlines Logo
7:34 am - 9:30 am
SGF
-
ORD
1h 56mnonstop
American Airlines Logo
8:00 am - 9:51 am
ORD
-
SGF
1h 51mnonstop
$252American Airlines
Thu, Apr 16 - Sun, Apr 19
American Airlines Logo
5:19 am - 7:07 am
SGF
-
ORD
1h 48mnonstop
American Airlines Logo
8:00 am - 9:51 am
ORD
-
SGF
1h 51mnonstop
$254American Airlines
Fri, May 15 - Mon, May 18
American Airlines Logo
5:19 am - 7:07 am
SGF
-
ORD
1h 48mnonstop
American Airlines Logo
7:10 pm - 9:05 pm
ORD
-
SGF
1h 55mnonstop
$255American Airlines
Fri, May 15 - Mon, May 18
Delta Logo
3:22 pm - 9:09 pm
SGF
-
MDW
5h 47m
1 stop
Delta Logo
6:23 am - 11:27 am
MDW
-
SGF
5h 04m
1 stop
$294Delta
Fri, May 8 - Sun, May 10
Delta Logo
3:56 pm - 10:31 pm
SGF
-
MDW
6h 35m
1 stop
Delta Logo
10:45 am - 3:20 pm
MDW
-
SGF
4h 35m
1 stop
$299Delta
Tue, Apr 7 - Sat, Apr 11
Multiple Airlines Logo
8:23 pm - 2:12 pm
SGF
-
MDW
17h 49m
2 stops
Multiple Airlines Logo
9:16 am - 9:26 am
MDW
-
SGF
24h 10m
1 stop
$339Multiple Airlines
Mon, May 4 - Thu, May 7
Delta Logo
3:59 pm - 10:28 pm
SGF
-
MDW
6h 29m
1 stop
Delta Logo
6:00 am - 11:01 am
MDW
-
SGF
5h 01m
1 stop
$344Delta
Tue, Apr 14 - Sat, Apr 18

American Airlines flights from Springfield to Chicago

Our best American Airlines deals on Springfield to Chicago flight tickets
American Airlines
Apr 14
SGF5:19 amSpringfield-Branson
1h 48m
ORD7:07 amChicago O'Hare Intl
Apr 18
ORD8:00 amChicago O'Hare Intl
1h 51m
SGF9:51 amSpringfield-Branson
$249
American Airlines
Apr 16
SGF6:05 pmSpringfield-Branson
1h 59m
ORD8:04 pmChicago O'Hare Intl
Apr 19
ORD7:10 pmChicago O'Hare Intl
1h 55m
SGF9:05 pmSpringfield-Branson
$250
American Airlines
Apr 11
SGF10:21 amSpringfield-Branson
1h 48m
ORD12:09 pmChicago O'Hare Intl
Apr 12
ORD8:43 pmChicago O'Hare Intl
1h 55m
SGF10:38 pmSpringfield-Branson
$251

United Airlines flights from Springfield to Chicago

Our best United Airlines deals on Springfield to Chicago flight tickets
United Airlines
Apr 9
SGF6:50 pmSpringfield-Branson
1h 48m
ORD8:38 pmChicago O'Hare Intl
Apr 14
ORD8:09 pmChicago O'Hare Intl
1h 55m
SGF10:04 pmSpringfield-Branson
$264
United Airlines
Jul 29
SGF6:55 pmSpringfield-Branson
1h 53m
ORD8:48 pmChicago O'Hare Intl
Aug 1
ORD7:50 pmChicago O'Hare Intl
2h 03m
SGF9:53 pmSpringfield-Branson
$290
United Airlines
Jul 29
SGF6:55 pmSpringfield-Branson
1h 53m
ORD8:48 pmChicago O'Hare Intl
Aug 2
ORD7:50 pmChicago O'Hare Intl
2h 03m
SGF9:53 pmSpringfield-Branson
$292

momondo Fare Finder

 
Customize your flight search to find flights from Springfield to Chicago 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 March 24, 2026.
Use the filters below to find and compare flights from Springfield to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Tue 4/14

5:19 am-7:07 am

Nonstop1h 48m

Chicago O'Hare Intl

Sat 4/18

8:00 am-9:51 am

Nonstop1h 51m

$249

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 4/16

6:05 pm-8:04 pm

Nonstop1h 59m

Chicago O'Hare Intl

Sun 4/19

7:10 pm-9:05 pm

Nonstop1h 55m

$250

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 4/11

10:21 am-12:09 pm

Nonstop1h 48m

Chicago O'Hare Intl

Sun 4/12

8:43 pm-10:38 pm

Nonstop1h 55m

$251

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 4/16

7:34 am-9:30 am

Nonstop1h 56m

Chicago O'Hare Intl

Sun 4/19

8:00 am-9:51 am

Nonstop1h 51m

$252

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 5/15

5:19 am-7:07 am

Nonstop1h 48m

Chicago O'Hare Intl

Mon 5/18

8:00 am-9:51 am

Nonstop1h 51m

$254

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 5/15

5:19 am-7:07 am

Nonstop1h 48m

Chicago O'Hare Intl

Mon 5/18

7:10 pm-9:05 pm

Nonstop1h 55m

$255

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Fri 5/8

3:22 pm-9:09 pm

1 stop5h 47m

Chicago Midway

Sun 5/10

6:23 am-11:27 am

1 stop5h 04m

$294

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 4/7

3:56 pm-10:31 pm

1 stop6h 35m

Chicago Midway

Sat 4/11

10:45 am-3:20 pm

1 stop4h 35m

$299

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 5/4

8:23 pm-2:12 pm

2 stops17h 49m

Chicago Midway

Thu 5/7

9:16 am-9:26 am

1 stop24h 10m

$339

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 4/14

3:59 pm-10:28 pm

1 stop6h 29m

Chicago Midway

Sat 4/18

6:00 am-11:01 am

1 stop5h 01m

$344

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Springfield 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 month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Springfield, with most prices found around $189. If you’re not able to fly to Chicago in February, then November is your next best option. Flight prices from Springfield to Chicago during November average around $208.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $388. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Springfield to Chicago for around $686.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Springfield to Chicago during this time can be as low as $446. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $798.

What is the cheapest Springfield-Branson to Chicago flight route?

Fly from Springfield-Branson to Chicago O'Hare Intl for the best Springfield-Branson - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Springfield when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $287 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Springfield for as low as $189 on momondo.

What cabin class options are available on Springfield-Branson to Chicago flights?

There are 4 cabin classes available to choose from on Springfield-Branson to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Springfield to Chicago flights?

You could potentially save up to 1% on your flight if you consider stops on a Springfield to Chicago flight.

How have Springfield to Chicago flight prices changed over time?

As of March 2026, prices for Springfield to Chicago flights are approximately 76% more expensive when compared to flights at the same time last year.

When to book flights from Springfield to Chicago

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

Cheap Springfield to Chicago (SGF to CHI) flight deals and tips

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

Best Price Found

$303

Fastest flight time

1h 43m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Springfield in the past 72 hours is $303. The best round-trip flight deal from Springfield to Chicago found on momondo in the last 72 hours is $365.
The fastest flight from Springfield to Chicago takes 1h 43m
Direct flights go from Springfield to Chicago every day.
There are 3 airports in Chicago. From Springfield there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Springfield-Branson to Chicago by plane?

    The straight-line distance from Springfield-Branson to Chicago is 441.0 mi. In terms of flight time, this usually takes a little over 1h 43m.

  • When did momondo last update prices for flights from Springfield-Branson Airport to Chicago?

    Prices for flights from Springfield-Branson Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Springfield-Branson Airport to Chicago?

  • How old do you have to be to fly from Springfield-Branson Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Springfield-Branson 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.

  • What is the most popular plane model from Springfield to Chicago?

  • What is the most popular airline from Springfield to Chicago?

Best airlines flying from Springfield to Chicago

Compare and see reviews for airlines that fly from Springfield to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,469 reviews
Search United Airlines flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,492 reviews
Search American Airlines flights

  • United Airlines Flights From Springfield to Chicago

    United Airlines is one of the most popular airlines flying from Springfield to Chicago, operating 24 flights/week on average for this route. A good United Airlines flight deal for Springfield to Chicago starts from $189 round-trip, up to an average price of $324. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Springfield to Chicago

    American Airlines (7.1/10 from 11,492 reviews) operates around 17 flights from Springfield to Chicago in any given week. The average American Airlines airfare for this route is around $280, with deals from around $189 rare but found on momondo. Referenced prices are for round-trip Springfield to Chicago flight searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Springfield is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Flights from Springfield to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Springfield to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Springfield are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/23
Thu 4/30
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport