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$129+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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

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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/253:19 pmSGF - ORD
Nonstop1h 55mAmerican Airlines
Tue 12/212:52 pmORD - SGF
Nonstop1h 57mAmerican Airlines
Deal found 10/28$189
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/207:11 pmSGF - ORD
Nonstop1h 58mAmerican Airlines
Sun 11/237:32 amORD - SGF
Nonstop1h 51mAmerican Airlines
Deal found 10/30$190
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/157:32 pmSGF - ORD
Nonstop1h 58mAmerican Airlines
Tue 11/188:00 amORD - SGF
Nonstop1h 49mAmerican Airlines
Deal found 10/28$194
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/123:19 pmSGF - ORD
Nonstop1h 55mAmerican Airlines
Sun 11/168:00 amORD - SGF
Nonstop1h 49mAmerican Airlines
Deal found 10/28$199
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/136:35 pmSGF - ORD
Nonstop1h 44mUnited Airlines
Thu 11/208:20 pmORD - SGF
Nonstop1h 53mUnited Airlines
Deal found 10/30$204
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 12/114:08 pmSGF - ORD
1 stop7h 53mDelta
Sun 12/145:30 amORD - SGF
1 stop5h 20mDelta
Deal found 10/28$209
This Delta deal was found by Cheapflights users on 10/28. 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 38mDelta
Tue 11/1810:47 amMDW - SGF
1 stop7h 31mDelta
Deal found 10/28$214
This Delta deal was found by Cheapflights users on 10/29. 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 12/64:08 pmSGF - ORD
1 stop6h 35mDelta
Sat 12/136:00 amORD - SGF
2 stops9h 23mDelta
Deal found 10/29$214
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/1211:55 amSGF - MDW
1 stop4h 44mDelta
Sun 11/166:00 amMDW - SGF
1 stop4h 53mDelta
Deal found 10/28$219
This Delta deal was found by Cheapflights users on 10/28. 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 11/156:00 amSGF - ORD
1 stop6h 04mDelta
Tue 11/186:45 amORD - SGF
2 stops8h 32mDelta
Deal found 10/28$219
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/63:57 pmSGF - ORD
1 stop7h 43mAmerican Airlines
Sat 12/138:15 amORD - SGF
Nonstop1h 50mAmerican Airlines
Deal found 10/28$222
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/217:11 amSGF - ORD
Nonstop1h 49mAmerican Airlines
Sun 11/234:51 pmORD - SGF
Nonstop1h 50mAmerican Airlines
Deal found 10/27$223

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(United Airlines)

One-way from

$129
(United Airlines)

Popular in

January

Cheapest in

February

Average price

$333

Good round-trip deal

$325 or less

Good one-way deal

$238 or less
Provider with most accurate pricing for Springfield-Branson-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Springfield-Branson-Chicago (CHI) flights.
Search Deals
From Springfield-Branson to Chicago (CHI)
Search Deals
One-way flight from Springfield-Branson to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Springfield-Branson to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Springfield-Branson to Chicago (CHI).
Search Deals

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 October 30, 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

Wed 12/24

7:03 am-8:50 am

Nonstop1h 47m

Chicago O'Hare Intl

Wed 12/31

8:00 am-9:57 am

Nonstop1h 57m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 4/3

6:15 pm-7:55 pm

Nonstop1h 40m

Chicago O'Hare Intl

Tue 4/7

3:45 pm-5:19 pm

Nonstop1h 34m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Wed 3/4

7:12 am-9:03 am

Nonstop1h 51m

Chicago O'Hare Intl

Tue 8/11

1:03 pm-2:48 pm

Nonstop1h 45m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 11/21

3:20 pm-5:04 pm

Nonstop1h 44m

Chicago O'Hare Intl

Sun 11/23

8:20 pm-10:13 pm

Nonstop1h 53m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 1/17

1:13 pm-3:00 pm

Nonstop1h 47m

Chicago O'Hare Intl

Sat 1/24

10:50 am-12:43 pm

Nonstop1h 53m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 11/14

11:26 am-1:10 pm

Nonstop1h 44m

Chicago O'Hare Intl

Sun 11/16

8:20 pm-10:13 pm

Nonstop1h 53m

$199

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 11/14

3:20 pm-5:04 pm

Nonstop1h 44m

Chicago O'Hare Intl

Thu 11/20

8:20 pm-10:13 pm

Nonstop1h 53m

$204

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 12/6

6:10 am-12:06 pm

1 stop5h 56m

Chicago O'Hare Intl

Sat 12/13

9:49 am-3:23 pm

1 stop5h 34m

$209

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 12/11

4:08 pm-12:01 am

1 stop7h 53m

Chicago O'Hare Intl

Sun 12/14

5:30 am-10:50 am

1 stop5h 20m

$209

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 12/6

4:08 pm-10:43 pm

1 stop6h 35m

Chicago O'Hare Intl

Tue 12/9

10:45 am-10:15 pm

2 stops11h 30m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 33 results
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Compare providers for flights from Springfield to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Springfield to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Springfield-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Springfield-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Springfield-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Springfield-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Springfield-Chicago 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 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 October 24, 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, December is the cheapest month in which you can book a flight from Springfield to Chicago (average of $185). Flying from Springfield to Chicago in March is currently the most expensive (average of $234). 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 October 30, 2025.

It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the evening.

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 October 30, 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
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 9 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 40m. 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 $189 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 (90%), Envoy Air (82%) or Qatar Airways (79%) 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 $128. On average you can expect to pay $849. 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, December is the cheapest month in which you can book a flight from Springfield to Chicago (average of $185). Flying from Springfield to Chicago in March is currently the most expensive (average of $234). 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
Porter
Benton Harbor

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$189Average$376FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$290FlexibilityNo cancel feeOn-time71%

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