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$139+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — CHI
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield-Branson to Chicago are usually found in November or February, booked 78 days in advance, depart on a Saturday or Thursday and return on a Saturday

Cheap 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 February 4, 2026.

This United Airlines deal was found by Cheapflights users on 2/3. 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.
Sat 4/46:30 pm
SGF
-
ORD
Nonstop1h 48m
United Airlines
Tue 4/78:04 pm
ORD
-
SGF
Nonstop1h 55m
United Airlines
Deal found 2/3$189
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 2/167:34 am
SGF
-
ORD
Nonstop1h 51m
American Airlines
Sat 2/283:43 pm
ORD
-
SGF
Nonstop1h 47m
American Airlines
Deal found 2/2$204
This Delta deal was found by Cheapflights users on 1/31. 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.
Mon 3/25:32 pm
SGF
-
ORD
1 stop6h 24m
Delta
Mon 3/911:10 am
ORD
-
SGF
1 stop7h 01m
Delta
Deal found 1/31$209
This Delta deal was found by Cheapflights users on 1/31. 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.
Mon 3/25:32 pm
SGF
-
MDW
1 stop4h 59m
Delta
Mon 3/910:45 am
MDW
-
SGF
1 stop7h 26m
Delta
Deal found 1/31$209
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/196:08 pm
SGF
-
ORD
Nonstop1h 49m
American Airlines
Sat 2/218:10 am
ORD
-
SGF
Nonstop1h 50m
American Airlines
Deal found 2/1$219
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/77:05 am
SGF
-
ORD
1 stop7h 11m
American Airlines
Thu 3/128:03 am
ORD
-
SGF
Nonstop1h 50m
American Airlines
Deal found 2/2$232
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/2510:28 am
SGF
-
ORD
Nonstop1h 42m
American Airlines
Sun 3/18:18 am
ORD
-
SGF
Nonstop1h 50m
American Airlines
Deal found 2/3$233
This United Airlines deal was found by Cheapflights users on 1/31. 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 5/158:00 pm
SGF
-
ORD
Nonstop1h 43m
United Airlines
Sun 5/177:57 pm
ORD
-
SGF
Nonstop2h 00m
United Airlines
Deal found 1/31$234
This Delta deal was found by Cheapflights users on 2/1. 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 2/195:32 pm
SGF
-
ORD
1 stop6h 24m
Delta
Sat 2/216:45 am
ORD
-
SGF
1 stop5h 24m
Delta
Deal found 2/1$239
This American Airlines deal was found by Cheapflights users on 1/31. 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 4/103:36 pm
SGF
-
ORD
1 stop8h 21m
American Airlines
Mon 4/136:40 pm
ORD
-
SGF
Nonstop1h 50m
American Airlines
Deal found 1/31$243
This United Airlines deal was found by Cheapflights users on 2/2. 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 5/158:00 pm
SGF
-
ORD
Nonstop1h 43m
United Airlines
Mon 5/187:57 pm
ORD
-
SGF
Nonstop2h 00m
United Airlines
Deal found 2/2$248
This Delta deal was found by Cheapflights users on 2/2. 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.
Tue 2/175:32 pm
SGF
-
MDW
1 stop5h 01m
Delta
Sat 2/216:00 am
MDW
-
SGF
1 stop6h 09m
Delta
Deal found 2/2$269

Find 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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(United Airlines)

One-way from

$139
(American Airlines)

Popular in

October

Cheapest in

November

Average price

$219

Good round-trip deal

$330 or less

Good one-way deal

$239 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. 1% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 4, 2026.
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

Sat 4/4

6:30 pm-8:18 pm

Nonstop1h 48m

Chicago O'Hare Intl

Tue 4/7

8:45 am-10:39 am

Nonstop1h 54m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 5/14

8:00 pm-9:43 pm

Nonstop1h 43m

Chicago O'Hare Intl

Sun 5/17

7:57 pm-9:57 pm

Nonstop2h 00m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Mon 2/16

7:34 am-9:25 am

Nonstop1h 51m

Chicago O'Hare Intl

Fri 2/27

8:00 am-9:50 am

Nonstop1h 50m

$204

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Wed 2/25

3:15 pm-5:04 pm

Nonstop1h 49m

Chicago O'Hare Intl

Sun 3/1

8:45 am-10:41 am

Nonstop1h 56m

$204

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 4/24

6:30 pm-8:18 pm

Nonstop1h 48m

Chicago O'Hare Intl

Sun 4/26

8:04 pm-9:59 pm

Nonstop1h 55m

$204

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Wed 2/25

10:28 am-12:10 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 3/1

8:18 am-10:08 am

Nonstop1h 50m

$233

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 5/15

8:00 pm-9:43 pm

Nonstop1h 43m

Chicago O'Hare Intl

Sun 5/17

7:57 pm-9:57 pm

Nonstop2h 00m

$234

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 2/19

5:32 pm-11:56 pm

1 stop6h 24m

Chicago O'Hare Intl

Sat 2/21

6:45 am-12:09 pm

1 stop5h 24m

$239

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 5/15

6:51 pm-11:59 pm

1 stop5h 08m

Chicago O'Hare Intl

Sun 5/17

7:05 am-2:35 pm

1 stop7h 30m

$254

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 2/17

5:32 pm-10:33 pm

1 stop5h 01m

Chicago Midway

Sat 2/21

6:00 am-12:09 pm

1 stop6h 09m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 36 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Springfield-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 January 30, 2026.

To ensure you get the cheapest price possible for a flight from Springfield to Chicago, you should look to book at least 29 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, January is the cheapest month in which you can book a flight from Springfield to Chicago (average of $189). Flying from Springfield to Chicago in July is currently the most expensive (average of $209). 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 February 4, 2026.

It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Springfield to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Springfield to Chicago. Price data was last updated on January 31, 2026.

Travelers seeking maximum savings on their Springfield to Chicago flight should consider departing on Sunday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 February 4, 2026.

The most flights from SGF to CHI are scheduled on a Friday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

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 February 4, 2026.
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
9,236 reviews

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

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
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

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
11,216 reviews
United Airlines
7.4
Good
9,236 reviews

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

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 12 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 $233, United Airlines can have you in Chicago from Springfield in 1h 42m. 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 30% 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 Qatar Airways (68%), Envoy Air (67%) or Copa Airlines (64%) 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 $138. On average you can expect to pay $790. 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, January is the cheapest month in which you can book a flight from Springfield to Chicago (average of $189). Flying from Springfield to Chicago in July is currently the most expensive (average of $209). 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
Lansing
Merrillville
Hammond
Porter
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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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$189Average$375FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$286FlexibilityNo cancel feeOn-time71%

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