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$119+ Cheap flights from Springfield (SGF) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield-Branson to Chicago are usually found in February or November, booked 51 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Springfield to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Springfield (SGF) to Chicago (CHI). 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 September 11, 2025.

Round-trip from

$189
(American Airlines)

One-way from

$129
(American Airlines)

Popular in

January

Cheapest in

February

Average price

$291

Good round-trip deal

$315 or less

Good one-way deal

$226 or less
From Springfield-Branson to Chicago (CHI)
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One-way flight from Springfield-Branson to Chicago (CHI)
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Highest demand for flights based on searches. 13% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Springfield-Branson to Chicago (CHI).
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Price to beat on a one-way flight from Springfield-Branson to Chicago (CHI).
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Find flight deals from Springfield to Chicago

Cheapest flights from Springfield to Chicago
Explore the most affordable flight options available from Springfield to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 11/1510:21 amSGF - ORD
Nonstop1h 41mAmerican Airlines
Tue 11/1812:52 pmORD - SGF
Nonstop1h 57mAmerican Airlines
Deal found 9/10$189
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/237:30 pmSGF - ORD
Nonstop1h 48mAmerican Airlines
Mon 10/277:34 pmORD - SGF
Nonstop1h 52mAmerican Airlines
Deal found 9/11$190
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2511:25 amSGF - ORD
Nonstop1h 50mUnited Airlines
Mon 9/294:00 pmORD - SGF
Nonstop1h 45mUnited Airlines
Deal found 9/10$199
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/154:02 pmSGF - MDW
1 stop7h 30mDelta
Tue 11/1810:47 amMDW - SGF
1 stop4h 30mDelta
Deal found 9/11$209
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/154:02 pmSGF - ORD
1 stop5h 51mDelta
Tue 11/189:46 amORD - SGF
1 stop5h 31mDelta
Deal found 9/11$209
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/87:42 pmSGF - ORD
Nonstop1h 48mAmerican Airlines
Wed 10/158:05 amORD - SGF
Nonstop1h 41mAmerican Airlines
Deal found 9/9$212
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/242:05 pmSGF - ORD
Nonstop1h 47mAmerican Airlines
Tue 10/148:05 amORD - SGF
Nonstop1h 41mAmerican Airlines
Deal found 9/10$217
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:45 pmSGF - ORD
1 stop5h 09mDelta
Tue 9/303:45 pmORD - SGF
1 stop6h 17mDelta
Deal found 9/11$219
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:30 pmSGF - ORD
Nonstop1h 50mUnited Airlines
Mon 9/294:00 pmORD - SGF
Nonstop1h 45mUnited Airlines
Deal found 9/11$224
This American Airlines deal was found by Cheapflights users on 9/9. 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 11/214:28 pmSGF - ORD
1 stop7h 28mAmerican Airlines
Sun 11/238:00 amORD - SGF
Nonstop1h 49mAmerican Airlines
Deal found 9/9$229
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/256:05 pmSGF - ORD
1 stop5h 34mAmerican Airlines
Mon 9/298:05 amORD - SGF
Nonstop1h 44mAmerican Airlines
Deal found 9/11$234
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:58 amSGF - MDW
1 stop24h 28mMultiple Airlines
Mon 11/36:06 pmMDW - SGF
1 stop19h 57mMultiple Airlines
Deal found 9/9$278

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Springfield to Chicago that are best for you.

Fly from

Springfield

Fly to

Chicago

Route

Depart

Return

Price

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Tue 11/25

7:11 am-9:00 am

Nonstop1h 49m

Chicago O'Hare Intl

Tue 12/2

4:51 pm-6:41 pm

Nonstop1h 50m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 9/26

6:30 pm-8:20 pm

Nonstop1h 50m

Chicago O'Hare Intl

Mon 9/29

8:10 pm-10:07 pm

Nonstop1h 57m

$199

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 2/28

6:00 am-12:01 pm

1 stop6h 01m

Chicago Midway

Tue 3/3

6:00 am-11:14 am

1 stop5h 14m

$209

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

4:02 pm-11:32 pm

1 stop7h 30m

Chicago Midway

Tue 11/18

10:47 am-3:17 pm

1 stop4h 30m

$209

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 11/15

4:02 pm-9:53 pm

1 stop5h 51m

Chicago O'Hare Intl

Tue 11/18

9:46 am-3:17 pm

1 stop5h 31m

$209

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 9/26

6:45 pm-11:54 pm

1 stop5h 09m

Chicago O'Hare Intl

Tue 9/30

3:45 pm-10:02 pm

1 stop6h 17m

$219

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 10/31

6:00 am-7:45 am

Nonstop1h 45m

Chicago O'Hare Intl

Tue 11/4

5:18 am-11:36 am

1 stop6h 18m

$245

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sun 11/16

7:00 am-8:49 am

Nonstop1h 49m

Chicago O'Hare Intl

Tue 11/18

8:00 am-9:49 am

Nonstop1h 49m

$257

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 9/25

5:50 am-7:33 am

Nonstop1h 43m

Chicago O'Hare Intl

Mon 9/29

5:00 am-12:07 pm

1 stop7h 07m

$259

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 2/18

11:45 am-4:25 pm

1 stop4h 40m

Chicago Midway

Sat 2/21

10:35 am-4:29 pm

1 stop5h 54m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 25 results
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Best time to book a flight from Springfield to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Springfield 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 Springfield to Chicago

How far ahead should I book a flight from Springfield to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Springfield to Chicago. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Springfield to Chicago, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Springfield to Chicago?

Currently, August is the cheapest month in which you can book a flight from Springfield to Chicago (average of $245). Flying from Springfield to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from SGF to CHI?

Find hourly flight availability from Springfield to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight in the evening.

Weekly flight availability from Springfield to Chicago

Explore weekly flight availability from Springfield to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from SGF to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).

How much does it cost to fly round-trip from Springfield to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from Springfield to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Springfield to Chicago. 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 Springfield to Chicago?

    Most people fly from Springfield-Branson (SGF) if they book a flight from Springfield to Chicago. On average, Springfield-Branson has 20 outbound flights to Chicago per day from 2 airlines. Springfield-Branson is conveniently located just 5.3 mi from Springfield’s city center.

  • How long is the flight from Springfield to Chicago?

    For as low as $189, American Airlines can have you in Chicago from Springfield in 1h 49m. Springfield and Chicago are separated by a distance of 438 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Springfield to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $189. Another option worth looking into is United Airlines, starting at $194 round trip. You may be able to fly from Springfield to Chicago for 36% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Springfield to Chicago?

    No one likes to see their flight delayed. When booking a flight from Springfield to Chicago consider choosing Copa Airlines (89%), Air New Zealand (72%) or Qatar Airways (70%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Springfield to Chicago?

    The cheapest flight price from Springfield to Chicago is $158. On average you can expect to pay $1,000. The most popular route, (Springfield-Branson - Chicago O'Hare Intl), can usually be booked for $189.

  • Can I find deals for flights from Springfield to Chicago that include hotel bookings?

    Yes. In addition to deals on Springfield to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Chicago.

  • Can I find deals for business class flights from Springfield to Chicago?

    Yes. Cheapflights offers flight deals from Springfield to Chicago 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 Springfield to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Springfield to Chicago (average of $245). Flying from Springfield to Chicago in March is currently the most expensive (average of $321). 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?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 2 airlines flying from Springfield to Chicago

Discover the top 2 airlines that operate flights from Springfield to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$289FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$371FlexibilityNo cancel feeOn-time69%

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