$60+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI
Mar 8 — Mar 151
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 February 6, 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 February 6, 2026.
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Mon 3/26:00 am
BDL
- ORD
1 stop6h 49m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Mon 3/210:52 am
BDL
- ORD
1 stop13h 23m
Frontier
Deal found 2/2![Frontier logo]()
$148
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Thu 3/56:00 am
BDL
- ORD
1 stop6h 49m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$151
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Tue 2/246:00 am
BDL
- ORD
1 stop6h 59m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$152
This Expedia deal was found by Cheapflights users on 2/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Sun 3/86:00 am
BDL
- ORD
1 stop6h 48m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$158
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:14 am
MDW
- BDL
1 stop9h 03m
Frontier
Mon 5/181:07 pm
BDL
- MDW
1 stop10h 12m
Frontier
Deal found 2/3![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 am
ORD
- BDL
1 stop25h 07m
Frontier
Tue 3/310:19 am
BDL
- ORD
1 stop30h 33m
Frontier
Deal found 2/3![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- BDL
1 stop6h 07m
Frontier
Thu 3/53:40 pm
BDL
- MDW
1 stop7h 49m
Frontier
Deal found 2/3![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:18 pm
ORD
- BDL
1 stop15h 59m
Frontier
Sun 3/158:08 pm
BDL
- ORD
1 stop20h 20m
Frontier
Deal found 2/2![Frontier logo]()
$172
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Thu 3/53:40 pm
BDL
- ORD
1 stop7h 59m
Frontier
Deal found 2/3![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/257:00 am
MDW
- BDL
1 stop29h 32m
Frontier
Mon 3/210:52 am
BDL
- MDW
2 stops33h 15m
Frontier
Deal found 2/5![Frontier logo]()
$173
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- BDL
1 stop6h 07m
Frontier
Mon 3/210:52 am
BDL
- MDW
1 stop10h 35m
Frontier
Deal found 2/3![Frontier logo]()
$175
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 February 6, 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 February 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/257:00 am
MDW
- BDL
1 stop29h 32m
Frontier
Mon 3/210:52 am
BDL
- MDW
2 stops33h 15m
Frontier
Deal found 2/5![Frontier logo]()
$173
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:50 pm
ORD
- BDL
1 stop10h 07m
JetBlue
Thu 2/266:00 am
BDL
- ORD
1 stop6h 54m
JetBlue
Deal found 2/5![JetBlue logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/96:20 am
MDW
- BDL
2 stops14h 53m
Multiple Airlines
Sun 2/152:27 pm
BDL
- MDW
1 stop8h 58m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:55 am
ORD
- BDL
Nonstop2h 15m
United Airlines
Tue 3/310:05 am
BDL
- ORD
Nonstop2h 52m
United Airlines
Deal found 2/3![United Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:55 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Mon 5/411:40 am
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 2/2![Southwest logo]()
$348
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Wed 4/84:21 pm
ORD
- BDL
1 stop27h 05m
Frontier
Mon 4/1312:49 pm
BDL
- ORD
1 stop10h 50m
Frontier
Deal found 2/5![Frontier logo]()
$226
This JetBlue deal was found by Cheapflights users on 2/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:41 pm
ORD
- BDL
1 stop10h 16m
JetBlue
Sun 3/86:00 am
BDL
- ORD
1 stop6h 48m
JetBlue
Deal found 2/5![JetBlue logo]()
$269
This Frontier deal was found by Cheapflights users on 2/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:14 am
MDW
- BDL
1 stop9h 03m
Frontier
Thu 5/78:08 pm
BDL
- MDW
1 stop12h 56m
Frontier
Deal found 2/4![Frontier logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Sat 2/288:00 am
MDW
- BDL
1 stop13h 59m
Multiple Airlines
Sun 3/19:10 pm
BDL
- MDW
1 stop24h 17m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:20 pm
ORD
- BDL
1 stop6h 39m
United Airlines
Wed 4/86:00 am
BDL
- ORD
Nonstop2h 49m
United Airlines
Deal found 2/4![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Thu 4/3011:40 am
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 2/3![Southwest logo]()
$348
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:10 am
MDW
- BDL
1 stop9h 03m
Frontier
Mon 3/168:08 pm
BDL
- MDW
1 stop23h 05m
Frontier
Deal found 2/2![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:40 am
MDW
- BDL
Nonstop2h 00m
Southwest
Mon 5/117:20 pm
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 2/2![Southwest logo]()
$348
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:00 am
ORD
- BDL
Nonstop2h 15m
United Airlines
Wed 4/16:30 pm
BDL
- ORD
Nonstop3h 01m
United Airlines
Deal found 2/4![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:55 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Sat 5/27:00 am
BDL
- MDW
Nonstop2h 25m
Southwest
Deal found 2/2![Southwest logo]()
$348
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:45 am
ORD
- BDL
1 stop4h 23m
United Airlines
Tue 4/77:44 pm
BDL
- ORD
1 stop4h 59m
United Airlines
Deal found 2/4![United Airlines logo]()
$355
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/38:30 pm
MDW
- BDL
1 stop11h 27m
Frontier
Mon 4/612:49 pm
BDL
- MDW
1 stop10h 30m
Frontier
Deal found 2/1![Frontier logo]()
$329
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:25 pm
MDW
- BDL
Nonstop1h 55m
Southwest
Sun 3/87:15 am
BDL
- MDW
Nonstop2h 30m
Southwest
Deal found 2/1![Southwest logo]()
$351
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:20 pm
ORD
- BDL
Nonstop2h 17m
United Airlines
Tue 4/76:00 am
BDL
- ORD
1 stop4h 38m
United Airlines
Deal found 2/4![United Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:53 pm
MDW
- BDL
2 stops14h 11m
Frontier
Sun 3/19:10 pm
BDL
- MDW
1 stop24h 17m
Frontier
Deal found 2/1![Frontier logo]()
$344
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Wed 4/86:20 pm
ORD
- BDL
Nonstop2h 17m
United Airlines
Mon 4/137:44 pm
BDL
- ORD
1 stop4h 59m
United Airlines
Deal found 2/5![United Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 4/104:34 pm
ORD
- BDL
1 stop17h 17m
Frontier
Sun 4/129:21 pm
BDL
- ORD
1 stop11h 56m
Frontier
Deal found 2/5![Frontier logo]()
$348
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:05 pm
ORD
- BDL
Nonstop2h 11m
United Airlines
Tue 3/316:00 am
BDL
- ORD
Nonstop2h 49m
United Airlines
Deal found 2/4![United Airlines logo]()
$363
Last-minute flights from Chicago to SpringfieldDiscover last-minute flight deals from Chicago to Springfield. Data last updated February 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Springfield. Data last updated February 6, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Tue 2/246:00 am
BDL
- ORD
1 stop6h 59m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 am
ORD
- BDL
1 stop25h 07m
Frontier
Wed 3/410:19 am
BDL
- ORD
1 stop25h 27m
Frontier
Deal found 2/3![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/257:00 am
MDW
- BDL
1 stop29h 32m
Frontier
Mon 3/210:52 am
BDL
- MDW
2 stops33h 15m
Frontier
Deal found 2/5![Frontier logo]()
$173
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Mon 3/26:00 am
BDL
- ORD
1 stop6h 49m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Mon 3/210:52 am
BDL
- ORD
1 stop13h 23m
Frontier
Deal found 2/2![Frontier logo]()
$148
This Priceline deal was found by Cheapflights users on 2/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Thu 3/56:00 am
BDL
- ORD
1 stop6h 49m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$151
This Expedia deal was found by Cheapflights users on 2/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Multiple Airlines
Sun 3/86:00 am
BDL
- ORD
1 stop6h 48m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- BDL
1 stop6h 07m
Frontier
Thu 3/53:40 pm
BDL
- MDW
1 stop7h 49m
Frontier
Deal found 2/3![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Thu 3/53:40 pm
BDL
- ORD
1 stop7h 59m
Frontier
Deal found 2/3![Frontier logo]()
$173
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:25 am
MDW
- BDL
1 stop6h 07m
Frontier
Mon 3/210:52 am
BDL
- MDW
1 stop10h 35m
Frontier
Deal found 2/3![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/23:50 pm
ORD
- BDL
1 stop16h 33m
Frontier
Mon 3/98:08 pm
BDL
- ORD
1 stop28h 30m
Frontier
Deal found 2/5![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:18 pm
ORD
- BDL
1 stop15h 59m
Frontier
Sun 3/158:08 pm
BDL
- ORD
1 stop20h 20m
Frontier
Deal found 2/2![Frontier logo]()
$172
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 February 6, 2026.
Search for one-way flight options from Chicago to Springfield. Find affordable one-way fares based on user searches. Data last updated February 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:30 am
ORD
- BDL
1 stop25h 07m
Frontier
Deal found 2/3![Frontier logo]()
$60
This Mytrip deal was found by Cheapflights users on 2/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:30 am
ORD
- BDL
1 stop23h 53m
Frontier
Deal found 2/4![Frontier logo]()
$70
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Deal found 2/3![Frontier logo]()
$74
This Frontier deal was found by Cheapflights users on 2/5. 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 2/266:25 am
MDW
- BDL
1 stop6h 07m
Frontier
Deal found 2/5![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 2/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:05 am
ORD
- BDL
1 stop7h 27m
Frontier
Deal found 2/4![Frontier logo]()
$79
This Priceline deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 2/3![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
MDW
- BDL
1 stop29h 32m
Frontier
Deal found 2/3![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:44 am
ORD
- BDL
1 stop21h 39m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Sat 2/284:42 pm
ORD
- BDL
1 stop19h 50m
Frontier
Deal found 2/4![Frontier logo]()
$84
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:57 am
ORD
- BDL
1 stop11h 20m
Frontier
Deal found 2/2![Frontier logo]()
$86
This Booking.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:33 pm
MDW
- BDL
1 stop24h 06m
Frontier
Deal found 2/2![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:28 am
ORD
- BDL
1 stop25h 49m
Frontier
Deal found 2/3![Frontier logo]()
$89
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 February 6, 2026.
Round-trip from | $146 (Priceline) |
|---|---|
One-way from | $60 (Kiwi.com) |
Popular in | February |
Cheapest in | August |
Average price | $409 |
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 February 6, 2026.
Use the filters below to find and compare flights from Chicago to Springfield that are best for you.
Fly from
Chicago
Fly to
Springfield
Route
Depart
Return
Price
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Wed 2/25
7:00 am-1:32 pm
1 stop29h 32m
Hartford Bradley Intl
Mon 3/2
10:52 am-7:07 pm
2 stops33h 15m
$173
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Tue 2/24
12:50 pm-11:57 pm
1 stop10h 07m
Hartford Bradley Intl
Thu 2/26
6:00 am-11:54 am
1 stop6h 54m
$213
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Wed 4/8
4:21 pm-8:26 pm
1 stop27h 05m
Hartford Bradley Intl
Mon 4/13
12:49 pm-10:39 pm
1 stop10h 50m
$226
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Mon 2/9
6:20 am-10:13 pm
2 stops14h 53m
Hartford Bradley Intl
Sun 2/15
2:27 pm-10:25 pm
1 stop8h 58m
$268
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Thu 3/5
12:41 pm-11:57 pm
1 stop10h 16m
Hartford Bradley Intl
Sun 3/8
6:00 am-11:48 am
1 stop6h 48m
$269
ChicagoHartford
ORD - BDL
ORDBDL
Chicago O'Hare Intl
Wed 2/25
10:55 am-2:10 pm
Nonstop2h 15m
Hartford Bradley Intl
Tue 3/3
10:05 am-11:57 am
Nonstop2h 52m
$289
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 5/2
9:14 am-7:17 pm
1 stop9h 03m
Hartford Bradley Intl
Thu 5/7
8:08 pm-8:04 am
1 stop12h 56m
$300
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Thu 3/12
9:10 am-7:13 pm
1 stop9h 03m
Hartford Bradley Intl
Mon 3/16
8:08 pm-6:13 pm
1 stop23h 05m
$310
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Fri 4/3
8:30 pm-8:57 am
1 stop11h 27m
Hartford Bradley Intl
Mon 4/6
12:49 pm-10:19 pm
1 stop10h 30m
$329
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 2/28
8:00 am-10:59 pm
1 stop13h 59m
Hartford Bradley Intl
Sun 3/1
9:10 pm-8:27 pm
1 stop24h 17m
$337
Showing 1-10 of 45 results
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 January 30, 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 February 6, 2026.
Read reviews from past customers who have flown Southwest, United Airlines, and American 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.
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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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