$70+ Cheap flights from Chicago (CHI) to Springfield, MA, MA
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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Springfield 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 Chicago to Springfield are usually found in August or September, booked 64 days in advance, depart on a Thursday or Saturday and return on a Wednesday
Cheap flight deals from Chicago to Springfield
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Best
Last-minute
One-way
Cheapest flights from Chicago to SpringfieldExplore the most affordable flight options available from Chicago to Springfield. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
Explore the most affordable flight options available from Chicago to Springfield. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/152:15 pm
MDW
- BDL
1 stop23h 34m
Multiple Airlines
Wed 4/227:20 am
BDL
- MDW
2 stops15h 54m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$300
This Frontier deal was found by Cheapflights users on 3/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:50 am
ORD
- BDL
1 stop7h 59m
Frontier
Sun 4/193:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 3/18![Frontier logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/204:28 pm
ORD
- BDL
2 stops24h 43m
Multiple Airlines
Thu 4/233:50 pm
BDL
- ORD
1 stop7h 49m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$304
This Travelocity deal was found by Cheapflights users on 3/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:35 pm
ORD
- BDL
1 stop7h 59m
JetBlue
Sun 10/46:45 am
BDL
- ORD
1 stop6h 35m
JetBlue
Deal found 3/18![JetBlue logo]()
$305
This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:50 am
ORD
- BDL
1 stop9h 31m
Multiple Airlines
Mon 5/46:45 am
BDL
- ORD
2 stops15h 51m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/19:06 am
ORD
- BDL
1 stop7h 33m
Multiple Airlines
Sat 4/258:42 pm
BDL
- ORD
2 stops22h 33m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$310
This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:01 am
ORD
- BDL
1 stop6h 11m
Frontier
Sun 3/298:08 pm
BDL
- ORD
1 stop28h 30m
Frontier
Deal found 3/18![Frontier logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Tue 4/74:34 pm
ORD
- BDL
2 stops17h 27m
Frontier
Thu 4/92:55 pm
BDL
- ORD
1 stop8h 49m
Frontier
Deal found 3/18![Frontier logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/195:59 am
ORD
- BDL
1 stop7h 50m
Frontier
Thu 4/233:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 3/18![Frontier logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/156:08 pm
ORD
- BDL
1 stop19h 41m
Multiple Airlines
Wed 4/228:00 am
BDL
- ORD
1 stop30h 14m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/34:36 pm
ORD
- BDL
2 stops15h 21m
Multiple Airlines
Tue 4/76:29 pm
BDL
- ORD
1 stop30h 07m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 3/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Wed 4/2212:25 pm
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 3/17![Southwest logo]()
$317
Best flights from Chicago to SpringfieldDiscover carefully curated flight deals from Chicago to Springfield that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
Discover carefully curated flight deals from Chicago to Springfield that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:40 pm
ORD
- BDL
2 stops7h 30m
Southwest
Tue 6/27:05 am
BDL
- ORD
1 stop10h 00m
Southwest
Deal found 3/22![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 3/17. 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 6/105:59 pm
MDW
- BDL
1 stop4h 37m
Delta
Sun 6/146:00 am
BDL
- MDW
1 stop8h 11m
Delta
Deal found 3/17![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 3/21. 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 5/164:25 pm
ORD
- BDL
1 stop6h 19m
United Airlines
Mon 5/187:38 pm
BDL
- ORD
1 stop5h 06m
United Airlines
Deal found 3/21![United Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Sat 4/257:00 am
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 3/19![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 3/21. 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 5/27:00 am
ORD
- BDL
1 stop3h 54m
Delta
Sun 5/35:30 am
BDL
- ORD
1 stop5h 49m
Delta
Deal found 3/21![Delta logo]()
$405
This United Airlines deal was found by Cheapflights users on 3/22. 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 5/296:25 pm
ORD
- BDL
Nonstop2h 23m
United Airlines
Tue 6/26:36 pm
BDL
- ORD
Nonstop2h 56m
United Airlines
Deal found 3/22![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:10 am
MDW
- BDL
1 stop4h 40m
Southwest
Sun 5/37:45 am
BDL
- MDW
Nonstop2h 20m
Southwest
Deal found 3/21![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 3/18. 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 4/85:40 pm
ORD
- BDL
1 stop4h 32m
Delta
Sat 4/115:50 pm
BDL
- ORD
1 stop7h 04m
Delta
Deal found 3/18![Delta logo]()
$408
This United Airlines deal was found by Cheapflights users on 3/20. 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 4/1311:00 am
ORD
- BDL
Nonstop2h 15m
United Airlines
Wed 4/156:00 am
BDL
- ORD
Nonstop2h 49m
United Airlines
Deal found 3/20![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:10 am
MDW
- BDL
1 stop4h 40m
Southwest
Sun 5/176:45 pm
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 3/21![Southwest logo]()
$393
This United Airlines deal was found by Cheapflights users on 3/21. 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 5/146:45 am
ORD
- BDL
Nonstop2h 10m
United Airlines
Mon 5/185:05 pm
BDL
- ORD
Nonstop2h 51m
United Airlines
Deal found 3/21![United Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 3/17. 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 6/115:59 pm
MDW
- BDL
1 stop4h 37m
Delta
Tue 6/169:35 am
BDL
- MDW
1 stop3h 55m
Delta
Deal found 3/17![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:40 pm
ORD
- BDL
2 stops7h 30m
Southwest
Mon 5/45:50 am
BDL
- ORD
2 stops8h 00m
Southwest
Deal found 3/19![Southwest logo]()
$424
This United Airlines deal was found by Cheapflights users on 3/18. 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 5/76:45 am
ORD
- BDL
Nonstop2h 10m
United Airlines
Mon 5/116:32 pm
BDL
- ORD
Nonstop3h 03m
United Airlines
Deal found 3/18![United Airlines logo]()
$435
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Sun 4/266:45 pm
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 3/19![Southwest logo]()
$433
This United Airlines deal was found by Cheapflights users on 3/22. 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 5/76:15 pm
ORD
- BDL
1 stop4h 29m
United Airlines
Mon 5/185:05 pm
BDL
- ORD
Nonstop2h 51m
United Airlines
Deal found 3/22![United Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:00 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Sun 5/37:45 am
BDL
- MDW
Nonstop2h 20m
Southwest
Deal found 3/20![Southwest logo]()
$433
This United Airlines deal was found by Cheapflights users on 3/22. 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 5/16:45 am
ORD
- BDL
Nonstop2h 10m
United Airlines
Mon 5/47:38 pm
BDL
- ORD
1 stop5h 06m
United Airlines
Deal found 3/22![United Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Mon 5/185:20 am
BDL
- MDW
1 stop7h 40m
Southwest
Deal found 3/21![Southwest logo]()
$443
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:40 pm
ORD
- BDL
2 stops7h 30m
Southwest
Mon 5/255:50 am
BDL
- ORD
2 stops8h 00m
Southwest
Deal found 3/19![Southwest logo]()
$463
Last-minute flights from Chicago to SpringfieldDiscover last-minute flight deals from Chicago to Springfield. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Springfield. Data last updated March 23, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:01 am
ORD
- BDL
1 stop6h 11m
Frontier
Sun 3/298:08 pm
BDL
- ORD
1 stop28h 30m
Frontier
Deal found 3/18![Frontier logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/19:06 am
ORD
- BDL
1 stop7h 33m
Multiple Airlines
Sat 4/258:42 pm
BDL
- ORD
2 stops22h 33m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/34:36 pm
ORD
- BDL
2 stops15h 21m
Multiple Airlines
Tue 4/76:29 pm
BDL
- ORD
1 stop30h 07m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Tue 4/74:34 pm
ORD
- BDL
2 stops17h 27m
Frontier
Thu 4/92:55 pm
BDL
- ORD
1 stop8h 49m
Frontier
Deal found 3/18![Frontier logo]()
$313
This Frontier deal was found by Cheapflights users on 3/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:45 am
ORD
- BDL
1 stop11h 16m
Frontier
Sun 4/193:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 3/22![Frontier logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/156:08 pm
ORD
- BDL
1 stop19h 41m
Multiple Airlines
Wed 4/228:00 am
BDL
- ORD
1 stop30h 14m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$316
This Frontier deal was found by Cheapflights users on 3/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:50 am
ORD
- BDL
1 stop7h 59m
Frontier
Sun 4/193:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 3/18![Frontier logo]()
$301
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MDW
- BDL
1 stop7h 49m
Frontier
Sun 4/193:50 pm
BDL
- MDW
1 stop7h 29m
Frontier
Deal found 3/20![Frontier logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Sat 4/189:16 am
ORD
- BDL
1 stop28h 33m
Multiple Airlines
Sat 4/258:42 pm
BDL
- ORD
2 stops22h 33m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/195:59 am
ORD
- BDL
1 stop7h 50m
Frontier
Thu 4/233:50 pm
BDL
- ORD
1 stop7h 49m
Frontier
Deal found 3/18![Frontier logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/195:59 am
ORD
- BDL
1 stop7h 50m
Frontier
Fri 4/243:34 pm
BDL
- ORD
1 stop8h 05m
Frontier
Deal found 3/18![Frontier logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/204:28 pm
ORD
- BDL
2 stops24h 43m
Multiple Airlines
Thu 4/233:50 pm
BDL
- ORD
1 stop7h 49m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$304
One-way flights from Chicago to SpringfieldSearch for one-way flight options from Chicago to Springfield. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
Search for one-way flight options from Chicago to Springfield. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Priceline deal was found by Cheapflights users on 3/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:15 am
ORD
- BDL
1 stop5h 49m
Frontier
Deal found 3/21![Frontier logo]()
$70
This Priceline deal was found by Cheapflights users on 3/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:15 am
ORD
- BDL
1 stop7h 43m
Frontier
Deal found 3/18![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 3/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/56:00 am
MDW
- BDL
1 stop6h 58m
Frontier
Deal found 3/21![Frontier logo]()
$90
This Trip.com deal was found by Cheapflights users on 3/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
MDW
- BDL
1 stop6h 58m
Frontier
Deal found 3/20![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 3/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:21 pm
ORD
- BDL
1 stop17h 40m
Frontier
Deal found 3/22![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/226:08 pm
ORD
- BDL
1 stop19h 41m
Frontier
Deal found 3/22![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/222:15 pm
MDW
- BDL
1 stop23h 34m
Frontier
Deal found 3/22![Frontier logo]()
$100
This KAYAK deal was found by Cheapflights users on 3/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/175:57 pm
ORD
- BDL
1 stop5h 02m
JetBlue
Deal found 3/19![JetBlue logo]()
$107
This Frontier deal was found by Cheapflights users on 3/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:50 am
ORD
- BDL
1 stop7h 59m
Frontier
Deal found 3/18![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
MDW
- BDL
1 stop7h 49m
Frontier
Deal found 3/20![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 3/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:15 am
ORD
- BDL
1 stop7h 43m
Frontier
Deal found 3/22![Frontier logo]()
$114
This Priceline deal was found by Cheapflights users on 3/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/295:01 am
ORD
- BDL
1 stop7h 43m
Frontier
Deal found 3/21![Frontier logo]()
$115
Find flight deals from Chicago to Springfield
Keep the following information in mind while searching for Chicago to Springfield flight deals. Data was last updated March 23, 2026.
Round-trip from | $301 (Frontier) |
|---|---|
One-way from | $70 (Priceline) |
Popular in | March |
Cheapest in | August |
Average price | $453 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Springfield 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 March 23, 2026.
Use the filters below to find and compare flights from Chicago to Springfield that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Fri 5/29
2:40 pm-11:10 pm
2 stops7h 30m
Hartford Bradley Intl
Tue 6/2
7:05 am-4:05 pm
1 stop10h 00m
$343
Quickest round-trip
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Thu 4/23
7:40 am-10:40 am
Nonstop2h 00m
Hartford Bradley Intl
Sat 4/25
7:00 am-8:25 am
Nonstop2h 25m
$344
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 5/2
6:10 am-11:50 am
1 stop4h 40m
Hartford Bradley Intl
Sun 5/3
7:45 am-9:05 am
Nonstop2h 20m
$393
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 5/16
6:10 am-11:50 am
1 stop4h 40m
Hartford Bradley Intl
Sun 5/17
6:45 pm-8:10 pm
Nonstop2h 25m
$393
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Wed 6/10
5:59 pm-11:36 pm
1 stop4h 37m
Hartford Bradley Intl
Sun 6/14
6:00 am-1:11 pm
1 stop8h 11m
$395
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Sat 5/16
4:25 pm-11:44 pm
1 stop6h 19m
Hartford Bradley Intl
Mon 5/18
7:38 pm-11:44 pm
1 stop5h 06m
$403
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Sat 5/2
7:00 am-11:54 am
1 stop3h 54m
Hartford Bradley Intl
Sun 5/3
5:30 am-10:19 am
1 stop5h 49m
$405
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Fri 5/29
6:25 pm-9:48 pm
Nonstop2h 23m
Hartford Bradley Intl
Tue 6/2
6:36 pm-8:32 pm
Nonstop2h 56m
$408
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Wed 4/8
5:40 pm-11:12 pm
1 stop4h 32m
Hartford Bradley Intl
Sat 4/11
5:50 pm-11:54 pm
1 stop7h 04m
$408
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Mon 4/13
11:00 am-2:15 pm
Nonstop2h 15m
Hartford Bradley Intl
Wed 4/15
6:00 am-7:49 am
Nonstop2h 49m
$416
Showing 1-10 of 43 resultsSorted by cheapest first
Best time to book a flight from Chicago to Springfield
Have a flexible travel schedule? Discover the best time to fly to Springfield from Chicago with our price prediction graph.
ORD-BDL
MDW-BDL
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 Chicago to Springfield
CHI-SFY
ORD-BDL
MDW-BDL
How far ahead should I book a flight from Chicago to Springfield?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Springfield. Price data was last updated on March 13, 2026.
To ensure you get the cheapest price possible for a flight from Chicago to Springfield, you should look to book at least 64 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.
How much does it cost to fly round-trip from Chicago to Springfield?
Reviews of airlines servicing Springfield
Get insights into the airlines that provide service to Springfield. 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 Springfield. Reviews last updated March 23, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Springfield. 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.
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Chicago to Springfield. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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