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. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $191 and $209, respectively. 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 cheapest airlines to fly from Springfield to Chicago one-way?

One-way options have recently been found by users for as low as $196 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $214 and Delta from $229 one-way.

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 Thursday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the cheapest flights from Springfield to Chicago?

The cheapest flight price from Springfield to Chicago is $176. On average you can expect to pay $1,461. The most popular route, (Springfield-Branson - Chicago O'Hare Intl), can usually be booked for $189.

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 (97%), Air New Zealand (85%) or Emirates (82%) as they are the most reliable in getting you off to your destination on time.

What is the cheapest day to fly round-trip from Springfield to Chicago?

Saturday flights are found to be more expensive to fly from Springfield to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

Travelers have found it’s best to book a flight 53 days in advance to save up to 130% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 53 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Springfield to Chicago 1-2 weeks in advance for as low as $255, or $453 for flights within the next 24 hours.

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

Our data shows that February tends to be the cheapest month to fly to Chicago from Springfield. Users have commonly found prices around $294 for the month, but tickets can be as low as $217. Due to multiple factors, prepare for potentially higher prices in January.

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 14 outbound flights to Chicago per day from 2 airlines. Springfield-Branson is conveniently located just 5.3 mi from Springfield’s city center.

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.

$129+ Flights from Springfield to Chicago

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Cheapflights Tip: The best prices from Springfield-Branson to Chicago are usually found in February or September, booked 72 days in advance, depart on a Saturday or Thursday and return on a Tuesday

Cheap flight deals from Springfield to Chicago

Round-trip from	$189 (American Airlines)
One-way from	$129 (Mytrip)
Popular in	January
Cheapest in	February
Average price	$321
Good round-trip deal	$357 or less
Good one-way deal	$278 or less

From Springfield-Branson to Chicago (CHI)

Search Deals

One-way flight from Springfield-Branson to Chicago (CHI)

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Highest demand for flights based on searches. 15% potential increase in price ($54 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 July 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 July 3, 2025.

Fri 8/226:20 pmSGF - ORD

Nonstop1h 50mUnited Airlines

Sat 8/234:15 pmORD - SGF

Nonstop1h 45mUnited Airlines

Deal found 7/3

$189

Thu 8/76:01 pmSGF - ORD

Nonstop1h 44mAmerican Airlines

Sun 8/108:00 amORD - SGF

Nonstop1h 44mAmerican Airlines

Deal found 7/1

$190

Fri 8/226:38 pmSGF - ORD

1 stop5h 18mDelta

Sat 8/233:30 pmORD - SGF

1 stop6h 35mDelta

Deal found 7/3

$209

Sat 9/133:54 pmSGF - MDW

1 stop5h 19mDelta

Tue 9/1612:43 pmMDW - SGF

1 stop5h 12mDelta

Deal found 7/1

$209

Fri 10/179:53 pmSGF - ORD

1 stop16h 23mMultiple Airlines

Tue 10/218:00 amORD - SGF

2 stops27h 54mMultiple Airlines

Deal found 7/1

$321

Best flights from Springfield to Chicago
Discover carefully curated flight deals from Springfield to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Thu 8/73:45 pmSGF - ORD

Nonstop1h 45mAmerican Airlines

Sun 8/108:00 amORD - SGF

Nonstop1h 44mAmerican Airlines

Deal found 7/1

$189

Fri 9/266:30 pmSGF - ORD

Nonstop1h 50mUnited Airlines

Mon 10/278:20 pmORD - SGF

Nonstop1h 53mUnited Airlines

Deal found 7/2

$191

Fri 8/226:38 pmSGF - ORD

1 stop5h 18mDelta

Sat 8/235:45 amORD - SGF

1 stop5h 11mDelta

Deal found 7/2

$209

Mon 8/111:21 pmSGF - ORD

1 stop16h 42mMultiple Airlines

Fri 8/157:05 amORD - SGF

1 stop8h 44mMultiple Airlines

Deal found 7/3

$339

Sat 9/133:54 pmSGF - MDW

1 stop5h 19mDelta

Tue 9/1612:43 pmMDW - SGF

1 stop5h 12mDelta

Deal found 7/1

$209

Last-minute flights from Springfield to Chicago
Discover last-minute flight deals from Springfield to Chicago. Data last updated July 3, 2025 and is based on user searches.

Thu 7/105:10 pmSGF - ORD

Nonstop1h 48mAmerican Airlines

Sun 7/208:10 amORD - SGF

Nonstop1h 41mAmerican Airlines

Deal found 7/1

$249

Thu 7/102:03 pmSGF - ORD

2 stops16h 00mMultiple Airlines

Sun 7/206:20 pmORD - SGF

1 stop17h 01mMultiple Airlines

Deal found 7/1

$502

Thu 7/106:25 pmSGF - ORD

Nonstop1h 46mUnited Airlines

Fri 7/119:50 pmORD - SGF

1 stop24h 03mUnited Airlines

Deal found 7/2

$647

Thu 7/103:57 pmSGF - MDW

1 stop5h 45mDelta

Fri 7/1112:43 pmMDW - SGF

1 stop5h 28mDelta

Deal found 7/2

$798

Sun 7/133:57 pmSGF - ORD

1 stop8h 12mDelta

Wed 7/165:35 amORD - SGF

1 stop5h 26mDelta

Deal found 7/2

$638

Fri 8/16:25 pmSGF - ORD

Nonstop1h 46mUnited Airlines

Thu 8/712:45 pmORD - SGF

Nonstop1h 46mUnited Airlines

Deal found 7/1

$273

Thu 8/73:45 pmSGF - ORD

Nonstop1h 45mAmerican Airlines

Sun 8/108:00 amORD - SGF

Nonstop1h 44mAmerican Airlines

Deal found 7/1

$189

Mon 8/111:21 pmSGF - ORD

1 stop16h 42mMultiple Airlines

Fri 8/157:05 amORD - SGF

1 stop8h 44mMultiple Airlines

Deal found 7/3

$339

Fri 8/226:38 pmSGF - ORD

1 stop5h 18mDelta

Sat 8/235:45 amORD - SGF

1 stop5h 11mDelta

Deal found 7/2

$209

Fri 8/223:54 pmSGF - MDW

1 stop5h 50mDelta

Sat 8/236:04 amMDW - SGF

1 stop4h 52mDelta

Deal found 7/2

$234

One-way flights from Springfield to Chicago
Search for one-way flight options from Springfield to Chicago. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Fri 8/1512:09 pmSGF - ORD

1 stop16h 41mMultiple Airlines

Deal found 7/2

$129

Sun 7/203:46 pmSGF - MDW

1 stop16h 36mAllegiant Air

Deal found 7/1

$196

Sat 7/265:36 pmSGF - ORD

Nonstop1h 48mAmerican Airlines

Deal found 7/1

$214

Sat 8/166:00 amSGF - ORD

2 stops10h 13mDelta

Deal found 7/1

$229

Sat 8/23:10 pmSGF - ORD

Nonstop1h 49mUnited Airlines

Deal found 7/1

$244

Fri 8/156:00 amSGF - MDW

1 stop5h 48mDelta

Deal found 7/2

$250

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

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Thu 8/7

3:45 pm-5:30 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sun 8/10

8:00 am-9:44 am

Nonstop1h 44m

$189

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 9/26

6:30 pm-8:20 pm

Nonstop1h 50m

Chicago O'Hare Intl

Mon 10/27

8:20 pm-10:13 pm

Nonstop1h 53m

$191

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 8/22

6:38 pm-11:56 pm

1 stop5h 18m

Chicago O'Hare Intl

Sat 8/23

5:45 am-10:56 am

1 stop5h 11m

$209

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 9/13

3:54 pm-9:13 pm

1 stop5h 19m

Chicago Midway

Tue 9/16

12:43 pm-5:55 pm

1 stop5h 12m

$209

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Mon 8/11

1:21 pm-6:03 am

1 stop16h 42m

Chicago O'Hare Intl

Fri 8/15

7:05 am-3:49 pm

1 stop8h 44m

$339

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Fri 8/15

12:09 pm-4:50 am

1 stop16h 41m

$129

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sun 7/20

3:46 pm-8:22 am

1 stop16h 36m

$196

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 7/26

5:36 pm-7:24 pm

Nonstop1h 48m

$214

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 8/16

6:00 am-4:13 pm

2 stops10h 13m

$229

SpringfieldChicago

SGF - ORD

SGFORD

Springfield-Branson

Sat 8/2

3:10 pm-4:59 pm

Nonstop1h 49m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 11 results

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?

To ensure you get the cheapest price possible for a flight from Springfield to Chicago, you should look to book at least 52 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?

It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Springfield to Chicago

The most flights from SGF to CHI are scheduled on a Thursday (23 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (8 on average).

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

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Delta, 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.

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,970 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,845 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Allegiant Air

7.2

Good

709 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 14 outbound flights to Chicago per day from 2 airlines. Springfield-Branson is conveniently located just 5.3 mi from Springfield’s city center.
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. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $191 and $209, respectively. 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 cheapest airlines to fly from Springfield to Chicago one-way?
One-way options have recently been found by users for as low as $196 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $214 and Delta from $229 one-way.
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 (97%), Air New Zealand (85%) or Emirates (82%) 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 $176. On average you can expect to pay $1,461. 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

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Porter

Hammond

Valparaiso

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Alternative routes for Springfield to Chicago

Top 2 airlines flying from Springfield to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$209	Average$292	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$217	Average$332	FlexibilityNo cancel fee	On-time69%

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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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Springfield to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Springfield-Branson to Chicago are usually found in February or September, booked 72 days in advance, depart on a Saturday or Thursday and return on a Tuesday

Cheap flight deals from Springfield to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Springfield to Chicago

Cheapest flights from Springfield to ChicagoExplore 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 July 3, 2025.

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 July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Springfield to Chicago that are best for you.

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.

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 June 27, 2025.

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

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 July 3, 2025.

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 July 3, 2025.

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

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Delta, 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.

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?

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

What are the cheapest airlines to fly from Springfield to Chicago one-way?

What are the most reliable airlines from Springfield to Chicago?

What are the cheapest flights from Springfield to Chicago?

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

How can I find direct flights from Springfield to Chicago?

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

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

Traveling to a place near Springfield?

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Alternative routes for Springfield to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Springfield to Chicago

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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 July 3, 2025.