Chicago

$198+ Cheap flights from Springfield (SGF) to Chicago (CHI)

SGF — CHI
Dec 9 — Dec 161
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Springfield to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Springfield to Chicago

Cheapest flights from Springfield to Chicago

Thu 12/35:26 pm -
Nonstop2h 04m
Sun 12/68:17 am -
Nonstop1h 56m
Deal found 11/8$327
Thu 12/245:00 am -
Nonstop1h 54m
Mon 12/288:45 pm -
Nonstop1h 56m
Deal found 11/9$329
Wed 12/307:40 am -
Nonstop1h 59m
Sat 1/28:44 am -
Nonstop1h 58m
Deal found 11/5$335
Wed 11/2511:11 am -
Nonstop1h 48m
Sat 11/288:40 am -
Nonstop1h 56m
Deal found 11/7$344
Thu 12/35:23 pm -
1 stop6h 33m
Thu 12/106:49 am -
1 stop7h 51m
Deal found 11/5$349
Sat 11/2111:11 am -
Nonstop1h 48m
Thu 11/2612:45 pm -
Nonstop1h 48m
Deal found 11/6$359
Wed 11/253:30 pm -
1 stop5h 19m
Sat 11/289:51 am -
1 stop6h 42m
Deal found 11/7$364
Sun 12/205:00 am -
Nonstop1h 54m
Sun 12/275:29 pm -
Nonstop1h 58m
Deal found 11/5$371
Thu 11/195:28 pm -
1 stop6h 26m
Sun 11/226:49 am -
1 stop7h 52m
Deal found 11/5$379

Find flight deals from Springfield to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$327
(American Airlines)

One-way from

$198
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$299

Good round-trip deal

$401 or less

Good one-way deal

$340 or less
Provider with most accurate pricing for Springfield-Branson-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Springfield-Branson-Chicago (CHI) flights.
From Springfield-Branson to Chicago (CHI)
One-way flight from Springfield-Branson to Chicago (CHI)
Highest demand for flights based on searches. 6% potential increase in price ($22 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Springfield-Branson to Chicago (CHI).
Price to beat on a one-way flight from Springfield-Branson to Chicago (CHI).

Cheapflights Fare Finder

 
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 Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Sun 12/27

5:00 am-6:54 am

Nonstop1h 54m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$205

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Mon 12/28

11:18 am-1:15 pm

Nonstop1h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$236

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Sat 12/12

10:43 am-12:38 pm

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$284

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Fri 12/4

5:29 am-11:02 am

1 stop5h 33m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$294

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Mon 12/28

5:31 pm-11:59 pm

1 stop6h 28m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$294

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Fri 12/4

11:42 am-7:45 pm

2 stops8h 03m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$299

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Fri 12/4

9:47 am-12:54 am

3 stops39h 07m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$328

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Wed 12/30

7:40 am-9:39 am

Nonstop1h 59m

Chicago O'Hare Intl

Sat 1/2

8:44 am-10:42 am

Nonstop1h 58m

$335

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Thu 12/3

5:23 pm-11:56 pm

1 stop6h 33m

Chicago O'Hare Intl

Sun 12/6

8:04 am-2:40 pm

1 stop6h 36m

$349

SpringfieldChicago

SGF Springfield-Branson - ORD Chicago O'Hare Intl

SGFORD

Springfield-Branson

Sat 1/16

12:59 pm-6:50 pm

1 stop5h 51m

Chicago O'Hare Intl

Fri 1/29

5:30 am-10:59 am

1 stop5h 29m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Springfield to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Springfield to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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

Cheapflights Insights

Everything you need to know about your flight from Springfield to Chicago

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

Currently, February is the cheapest month in which you can book a flight from Springfield to Chicago (average of $230). Flying from Springfield to Chicago in June is currently the most expensive (average of $358). 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?

It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Springfield to Chicago

The most flights from SGF to CHI are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

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

Airfare is typical for this route at the moment.
Springfield to Chicago flights typically cost between $299 and $337 in December.
The cheapest round-trip price found within the last 5 days was $327 on American Airlines (Dec 3-Dec 6).

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

To ensure you get the cheapest price possible for a flight from Springfield to Chicago, you should look to book at least 23 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 day to fly from Springfield to Chicago?

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

Reviews of airlines servicing Chicago

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.

Crew

8.1

Food

6.7

Overall

7.3

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Food

6.7

Overall

7.3

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Food

6.7

Overall

7.3

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • 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 23 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 $335, United Airlines can have you in Chicago from Springfield in 1h 59m. 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 $224 round trip. You may be able to fly from Springfield to Chicago for 35% 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 (91%), British Airways (87%) or American Airlines (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 $273. On average you can expect to pay $924. The most popular route, (Springfield-Branson - Chicago O'Hare Intl), can usually be booked for $329.

  • 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, February is the cheapest month in which you can book a flight from Springfield to Chicago (average of $230). Flying from Springfield to Chicago in June is currently the most expensive (average of $358). 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
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Springfield to Chicago

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$293FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$357FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.