$127+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — CHI
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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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.Cheapflights Tip: The best prices from Springfield-Branson to Chicago are usually found in February or November, booked 73 days in advance, depart on a Friday or Saturday and return on a Saturday
Cheap flight deals from Springfield to Chicago
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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 May 4, 2026.
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 May 4, 2026.
This United Airlines deal was found by Cheapflights users on 4/30. 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 7/26:55 pm
SGF
- ORD
Nonstop1h 53m
United Airlines
Sat 7/48:50 am
ORD
- SGF
Nonstop1h 54m
United Airlines
Deal found 4/30![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/237:39 pm
SGF
- ORD
Nonstop2h 06m
American Airlines
Sun 5/248:10 am
ORD
- SGF
Nonstop1h 50m
American Airlines
Deal found 5/1![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:43 pm
SGF
- ORD
1 stop4h 54m
American Airlines
Thu 6/48:48 pm
ORD
- SGF
Nonstop1h 52m
American Airlines
Deal found 4/29![American Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 6/147:10 am
SGF
- ORD
Nonstop2h 00m
American Airlines
Sun 6/218:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Deal found 4/30![American Airlines logo]()
$263
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 6/267:53 pm
SGF
- ORD
Nonstop1h 52m
American Airlines
Mon 6/298:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Deal found 5/1![American Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/296:49 pm
SGF
- ORD
1 stop5h 10m
Delta
Fri 6/59:49 am
ORD
- SGF
1 stop4h 48m
Delta
Deal found 4/29![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 6/106:00 am
SGF
- MDW
1 stop6h 00m
Delta
Wed 6/176:00 am
MDW
- SGF
1 stop4h 52m
Delta
Deal found 4/29![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:38 am
SGF
- MDW
2 stops6h 55m
Delta
Wed 8/126:05 am
MDW
- SGF
1 stop4h 51m
Delta
Deal found 5/3![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/236:43 pm
SGF
- ORD
1 stop4h 54m
American Airlines
Sat 5/308:10 am
ORD
- SGF
Nonstop1h 50m
American Airlines
Deal found 5/4![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Fri 6/55:08 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Wed 6/312:53 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 5/203:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Sun 5/246:23 am
MDW
- SGF
1 stop5h 04m
Delta
Deal found 4/29![Delta logo]()
$314
Best flights from Springfield to ChicagoDiscover 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 May 4, 2026.
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 May 4, 2026.
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 6/106:00 am
SGF
- MDW
1 stop6h 00m
Delta
Wed 6/1711:05 am
MDW
- SGF
1 stop7h 07m
Delta
Deal found 5/1![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:22 pm
SGF
- ORD
Nonstop1h 43m
United Airlines
Sun 5/178:02 pm
ORD
- SGF
Nonstop2h 00m
United Airlines
Deal found 5/1![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Thu 6/46:23 am
MDW
- SGF
1 stop5h 04m
Delta
Deal found 4/29![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Fri 6/55:08 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Tue 6/307:45 am
SGF
- ORD
Nonstop1h 55m
United Airlines
Sat 7/48:50 am
ORD
- SGF
Nonstop1h 54m
United Airlines
Deal found 5/3![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 5/286:49 pm
SGF
- ORD
1 stop5h 10m
Delta
Wed 6/32:59 pm
ORD
- SGF
1 stop7h 20m
Delta
Deal found 4/29![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:41 pm
SGF
- ORD
Nonstop1h 53m
United Airlines
Fri 6/1910:48 pm
ORD
- SGF
Nonstop1h 57m
United Airlines
Deal found 4/29![United Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:53 pm
SGF
- ORD
1 stop5h 00m
Delta
Mon 7/275:30 am
ORD
- SGF
1 stop5h 22m
Delta
Deal found 5/3![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:30 pm
SGF
- ORD
1 stop6h 15m
Delta
Thu 10/155:30 am
ORD
- SGF
1 stop5h 41m
Delta
Deal found 5/3![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:45 am
SGF
- ORD
Nonstop1h 55m
United Airlines
Thu 5/284:13 pm
ORD
- SGF
Nonstop1h 47m
United Airlines
Deal found 5/1![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:57 pm
SGF
- ORD
1 stop5h 02m
Delta
Sun 6/215:30 am
ORD
- SGF
1 stop5h 25m
Delta
Deal found 5/3![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 5/1. 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.
Sat 9/263:30 pm
SGF
- ORD
1 stop6h 15m
Delta
Sat 10/107:05 am
ORD
- SGF
2 stops7h 45m
Delta
Deal found 5/1![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 8/66:00 am
SGF
- ORD
1 stop6h 34m
Delta
Wed 8/1211:30 am
ORD
- SGF
2 stops10h 59m
Delta
Deal found 4/29![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 5/4. 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 10/93:30 pm
SGF
- MDW
1 stop6h 15m
Delta
Thu 10/156:00 am
MDW
- SGF
1 stop5h 11m
Delta
Deal found 5/4![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 4/29. 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 5/304:00 pm
SGF
- MDW
1 stop5h 09m
Delta
Thu 6/412:53 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 5/283:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Thu 6/46:23 am
MDW
- SGF
1 stop5h 04m
Delta
Deal found 4/29![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 4/29. 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 5/304:00 pm
SGF
- MDW
1 stop5h 09m
Delta
Fri 6/55:08 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:00 pm
SGF
- MDW
1 stop5h 09m
Delta
Sat 6/61:59 pm
MDW
- SGF
2 stops8h 20m
Delta
Deal found 4/30![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 5/2. 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 7/146:53 pm
SGF
- ORD
1 stop5h 00m
Delta
Tue 7/2111:30 am
ORD
- SGF
2 stops10h 40m
Delta
Deal found 5/2![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1011:38 am
SGF
- ORD
2 stops6h 51m
Delta
Wed 6/179:48 am
ORD
- SGF
1 stop4h 57m
Delta
Deal found 5/3![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 5/2. 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.
Thu 8/611:38 am
SGF
- MDW
1 stop4h 37m
Delta
Wed 8/126:05 am
MDW
- SGF
1 stop4h 51m
Delta
Deal found 5/2![Delta logo]()
$414
Last-minute flights from Springfield to ChicagoDiscover last-minute flight deals from Springfield to Chicago. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Springfield to Chicago. Data last updated May 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 5/133:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Tue 5/1910:59 am
MDW
- SGF
1 stop7h 07m
Delta
Deal found 4/29![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 5/203:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Sun 5/246:23 am
MDW
- SGF
1 stop5h 04m
Delta
Deal found 4/29![Delta logo]()
$314
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/237:39 pm
SGF
- ORD
Nonstop2h 06m
American Airlines
Sun 5/248:10 am
ORD
- SGF
Nonstop1h 50m
American Airlines
Deal found 5/1![American Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/236:43 pm
SGF
- ORD
1 stop4h 54m
American Airlines
Sat 5/308:10 am
ORD
- SGF
Nonstop1h 50m
American Airlines
Deal found 5/4![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:43 pm
SGF
- ORD
1 stop4h 54m
American Airlines
Thu 6/48:48 pm
ORD
- SGF
Nonstop1h 52m
American Airlines
Deal found 4/29![American Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/296:49 pm
SGF
- ORD
1 stop5h 10m
Delta
Fri 6/59:49 am
ORD
- SGF
1 stop4h 48m
Delta
Deal found 4/29![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Fri 6/55:08 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$284
This Delta deal was found by Cheapflights users on 4/29. 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.
Fri 5/293:22 pm
SGF
- MDW
1 stop5h 47m
Delta
Wed 6/312:53 pm
MDW
- SGF
1 stop5h 11m
Delta
Deal found 4/29![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:10 am
SGF
- ORD
Nonstop2h 00m
American Airlines
Wed 6/178:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Deal found 4/29![American Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 6/106:00 am
SGF
- MDW
1 stop6h 00m
Delta
Wed 6/176:00 am
MDW
- SGF
1 stop4h 52m
Delta
Deal found 4/29![Delta logo]()
$269
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 6/147:10 am
SGF
- ORD
Nonstop2h 00m
American Airlines
Sun 6/218:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Deal found 4/30![American Airlines logo]()
$263
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 6/267:53 pm
SGF
- ORD
Nonstop1h 52m
American Airlines
Mon 6/298:15 am
ORD
- SGF
Nonstop1h 49m
American Airlines
Deal found 5/1![American Airlines logo]()
$264
One-way flights from Springfield to ChicagoSearch for one-way flight options from Springfield to Chicago. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
Search for one-way flight options from Springfield to Chicago. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:51 pm
SGF
- MDW
1 stop23h 40m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$127
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/287:39 pm
SGF
- ORD
Nonstop2h 06m
American Airlines
Deal found 5/4![American Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Sun 8/303:55 pm
SGF
- MDW
1 stop26h 30m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:51 pm
SGF
- MDW
1 stop23h 40m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/242:49 pm
SGF
- ORD
2 stops29h 54m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:45 pm
SGF
- ORD
2 stops40h 40m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:29 pm
SGF
- ORD
1 stop31h 06m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/271:21 pm
SGF
- ORD
1 stop16h 07m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:57 pm
SGF
- ORD
3 stops46h 32m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:56 am
SGF
- ORD
3 stops51h 28m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:50 pm
SGF
- MDW
2 stops46h 23m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:56 am
SGF
- MDW
3 stops37h 06m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$270
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (United Airlines) |
One-way from | $127 (Kiwi.com) |
Popular in | October |
Cheapest in | February |
Average price | $278 |
Good round-trip deal | $401 or less |
Good one-way deal | $278 or less |
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 May 4, 2026.
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
Cheapest round-trip
SpringfieldChicago
SGF - MDW
SGFMDW
Springfield-Branson
Wed 6/10
6:00 am-12:00 pm
1 stop6h 00m
Chicago Midway
Wed 6/17
11:05 am-6:12 pm
1 stop7h 07m
$269
SpringfieldChicago
SGF - MDW
SGFMDW
Springfield-Branson
Fri 5/29
3:22 pm-9:09 pm
1 stop5h 47m
Chicago Midway
Thu 6/4
6:23 am-11:27 am
1 stop5h 04m
$284
SpringfieldChicago
SGF - MDW
SGFMDW
Springfield-Branson
Fri 5/29
3:22 pm-9:09 pm
1 stop5h 47m
Chicago Midway
Fri 6/5
5:08 pm-10:19 pm
1 stop5h 11m
$284
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Fri 5/15
6:22 pm-8:05 pm
Nonstop1h 43m
Chicago O'Hare Intl
Sun 5/17
8:02 pm-10:02 pm
Nonstop2h 00m
$309
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Thu 5/28
6:49 pm-11:59 pm
1 stop5h 10m
Chicago O'Hare Intl
Wed 6/3
2:59 pm-10:19 pm
1 stop7h 20m
$314
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Fri 7/24
6:53 pm-11:53 pm
1 stop5h 00m
Chicago O'Hare Intl
Mon 7/27
5:30 am-10:52 am
1 stop5h 22m
$314
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Fri 10/9
3:30 pm-9:45 pm
1 stop6h 15m
Chicago O'Hare Intl
Thu 10/15
5:30 am-11:11 am
1 stop5h 41m
$314
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Tue 6/30
7:45 am-9:40 am
Nonstop1h 55m
Chicago O'Hare Intl
Sat 7/4
8:50 am-10:44 am
Nonstop1h 54m
$334
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Fri 6/19
6:57 pm-11:59 pm
1 stop5h 02m
Chicago O'Hare Intl
Sun 6/21
5:30 am-10:55 am
1 stop5h 25m
$340
SpringfieldChicago
SGF - ORD
SGFORD
Springfield-Branson
Mon 6/15
6:41 pm-8:34 pm
Nonstop1h 53m
Chicago O'Hare Intl
Fri 6/19
10:48 pm-12:45 am
Nonstop1h 57m
$360
Showing 1-10 of 44 resultsSorted by cheapest first
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
SGF-CHI
SGF-MDW
SGF-ORD
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
SGF-CHI
SGF-MDW
SGF-ORD
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 month to book a flight from Springfield to Chicago?
Currently, June is the cheapest month in which you can book a flight from Springfield to Chicago (average of $146). Flying from Springfield to Chicago in January is currently the most expensive (average of $189). 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 May 4, 2026.
It’s optimal to fly from Springfield to Chicago in the morning. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the evening.
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 May 2, 2026.
Travelers seeking maximum savings on their Springfield to Chicago flight should consider departing on Thursday afternoons 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 May 4, 2026.
The most flights from SGF to CHI are scheduled on a Wednesday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 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 May 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.
Crew
8.1
Food
6.6
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Crew
8.1
Food
6.6
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Crew
8.1
Food
6.6
Overall
7.4
Boarding
7.7
Comfort
7.3
Entertainment
7.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
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Springfield and Chicago flights
Browse other Springfield and Chicago flight options. Last updated on May 4, 2026.
Other flights from Springfield
Browse through other flights departing from Springfield. Flights are based on user searches made on Cheapflights and were last updated on May 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$189 | Average$333 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$290 | FlexibilityNo cancel fee | On-time71% |