$69+ Cheap flights from Syracuse (SYR) 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — CHI
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Syracuse 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 Syracuse Hancock Intl to Chicago are usually found in September or January, booked 87 days in advance, depart on a Friday or Wednesday and return on a Saturday
Cheap flight deals from Syracuse to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Syracuse to ChicagoExplore the most affordable flight options available from Syracuse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Syracuse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This lastminute.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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:00 am
SYR
- ORD
1 stop5h 54m
JetBlue
Wed 3/46:04 am
ORD
- SYR
1 stop5h 44m
JetBlue
Deal found 2/3![JetBlue logo]()
$124
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:00 am
SYR
- ORD
1 stop5h 49m
JetBlue
Sat 3/76:04 am
ORD
- SYR
1 stop6h 13m
JetBlue
Deal found 2/2![JetBlue logo]()
$137
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
SYR
- ORD
1 stop6h 04m
JetBlue
Sun 3/16:04 am
ORD
- SYR
1 stop5h 44m
JetBlue
Deal found 2/2![JetBlue logo]()
$161
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.
Mon 3/27:00 am
SYR
- ORD
1 stop5h 49m
JetBlue
Mon 3/910:00 am
ORD
- SYR
1 stop11h 52m
JetBlue
Deal found 2/2![JetBlue logo]()
$172
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:00 am
SYR
- ORD
1 stop5h 54m
JetBlue
Sat 2/286:04 am
ORD
- SYR
1 stop5h 44m
JetBlue
Deal found 2/3![JetBlue logo]()
$181
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.
Mon 3/28:15 pm
SYR
- ORD
1 stop20h 37m
Multiple Airlines
Mon 3/912:41 pm
ORD
- SYR
2 stops9h 11m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$197
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:40 am
SYR
- ORD
Nonstop2h 32m
American Airlines
Wed 4/226:00 am
ORD
- SYR
1 stop8h 45m
American Airlines
Deal found 2/3![American Airlines logo]()
$198
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:17 am
SYR
- ORD
Nonstop2h 22m
American Airlines
Sat 2/288:44 pm
ORD
- SYR
Nonstop2h 00m
American Airlines
Deal found 2/3![American Airlines logo]()
$209
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 2/266:00 am
SYR
- ORD
1 stop28h 10m
JetBlue
Mon 3/26:04 am
ORD
- SYR
1 stop5h 44m
JetBlue
Deal found 2/2![JetBlue logo]()
$211
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
SYR
- ORD
1 stop28h 10m
JetBlue
Sat 2/286:04 am
ORD
- SYR
1 stop5h 44m
JetBlue
Deal found 2/3![JetBlue logo]()
$219
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sun 3/16:20 pm
MDW
- SYR
1 stop3h 53m
Delta
Deal found 2/2![Delta logo]()
$229
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
SYR
- ORD
1 stop4h 24m
Delta
Sun 8/303:50 pm
ORD
- SYR
1 stop6h 22m
Delta
Deal found 2/3![Delta logo]()
$229
Best flights from Syracuse to ChicagoDiscover carefully curated flight deals from Syracuse to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Syracuse to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:20 pm
SYR
- ORD
Nonstop2h 26m
American Airlines
Sat 3/288:44 pm
ORD
- SYR
Nonstop2h 00m
American Airlines
Deal found 2/3![American Airlines logo]()
$209
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
SYR
- MDW
1 stop3h 47m
Delta
Sun 4/196:38 pm
MDW
- SYR
1 stop3h 31m
Delta
Deal found 2/1![Delta logo]()
$229
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.
Sun 2/226:25 am
SYR
- ORD
Nonstop2h 30m
United Airlines
Sat 2/282:00 pm
ORD
- SYR
1 stop5h 14m
United Airlines
Deal found 2/3![United Airlines logo]()
$239
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
SYR
- MDW
1 stop3h 47m
Delta
Wed 4/225:21 pm
MDW
- SYR
1 stop5h 38m
Delta
Deal found 2/3![Delta logo]()
$229
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:11 pm
SYR
- ORD
1 stop7h 05m
American Airlines
Tue 3/176:26 am
ORD
- SYR
1 stop8h 09m
American Airlines
Deal found 2/3![American Airlines logo]()
$233
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sun 3/86:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/3![Delta logo]()
$229
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
SYR
- ORD
1 stop5h 09m
Delta
Sat 5/25:04 pm
ORD
- SYR
1 stop5h 05m
Delta
Deal found 2/3![Delta logo]()
$229
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:50 am
SYR
- ORD
1 stop4h 51m
Delta
Sat 2/285:37 pm
ORD
- SYR
1 stop4h 36m
Delta
Deal found 2/2![Delta logo]()
$249
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 2/1811:05 am
SYR
- RFD
1 stop23h 32m
Allegiant Air
Mon 2/2310:51 am
RFD
- SYR
1 stop7h 07m
Allegiant Air
Deal found 2/2![Allegiant Air logo]()
$683
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
SYR
- ORD
1 stop5h 09m
Delta
Sun 4/195:10 am
ORD
- SYR
1 stop4h 58m
Delta
Deal found 2/2![Delta logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/58:04 pm
SYR
- RFD
1 stop13h 28m
Multiple Airlines
Sun 3/157:42 pm
RFD
- SYR
1 stop12h 59m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$811
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
SYR
- ORD
1 stop5h 09m
Delta
Sun 4/195:10 am
ORD
- SYR
1 stop4h 58m
Delta
Deal found 2/3![Delta logo]()
$254
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:17 pm
SYR
- ORD
1 stop6h 37m
Delta
Sun 4/125:40 pm
ORD
- SYR
1 stop4h 29m
Delta
Deal found 2/3![Delta logo]()
$254
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/89:55 am
SYR
- MDW
1 stop3h 34m
Delta
Sun 4/126:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/2![Delta logo]()
$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:50 am
SYR
- MDW
1 stop4h 03m
Delta
Sat 3/286:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/3![Delta logo]()
$279
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:20 pm
SYR
- ORD
1 stop3h 57m
Delta
Sat 3/285:40 pm
ORD
- SYR
1 stop4h 29m
Delta
Deal found 2/3![Delta logo]()
$279
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:59 pm
SYR
- ORD
1 stop5h 13m
Delta
Sun 4/125:40 pm
ORD
- SYR
1 stop4h 29m
Delta
Deal found 2/2![Delta logo]()
$279
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 3/57:53 pm
SYR
- RFD
1 stop13h 39m
Allegiant Air
Sun 3/157:42 pm
RFD
- SYR
1 stop12h 59m
Allegiant Air
Deal found 2/3![Allegiant Air logo]()
$744
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
SYR
- MDW
1 stop3h 47m
Delta
Sun 4/266:38 pm
MDW
- SYR
1 stop3h 31m
Delta
Deal found 2/2![Delta logo]()
$331
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 2/1310:19 am
SYR
- RFD
1 stop23h 47m
Allegiant Air
Mon 2/1610:51 am
RFD
- SYR
1 stop7h 07m
Allegiant Air
Deal found 2/1![Allegiant Air logo]()
$866
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:50 am
SYR
- MDW
1 stop4h 03m
Delta
Sun 4/126:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/3![Delta logo]()
$336
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.
Fri 2/67:46 pm
SYR
- RFD
1 stop16h 30m
Multiple Airlines
Sun 2/81:24 pm
RFD
- SYR
1 stop29h 51m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$1,070
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:00 am
SYR
- MDW
1 stop3h 42m
Delta
Mon 7/276:00 am
MDW
- SYR
1 stop7h 11m
Delta
Deal found 2/2![Delta logo]()
$345
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:50 am
SYR
- MDW
1 stop4h 04m
Delta
Mon 2/236:17 pm
MDW
- SYR
1 stop3h 56m
Delta
Deal found 2/3![Delta logo]()
$354
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sat 2/289:34 am
MDW
- SYR
1 stop5h 32m
Delta
Deal found 2/2![Delta logo]()
$364
Last-minute flights from Syracuse to ChicagoDiscover last-minute flight deals from Syracuse to Chicago. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Syracuse to Chicago. Data last updated February 3, 2026 and is based on user searches.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/118:00 am
SYR
- ORD
Nonstop2h 44m
United Airlines
Mon 2/165:55 pm
ORD
- SYR
Nonstop1h 57m
United Airlines
Deal found 2/2![United Airlines logo]()
$284
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/116:00 am
SYR
- MDW
1 stop6h 59m
Delta
Tue 2/176:20 pm
MDW
- SYR
1 stop3h 53m
Delta
Deal found 2/3![Delta logo]()
$304
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:25 am
SYR
- ORD
Nonstop2h 33m
United Airlines
Mon 2/165:55 pm
ORD
- SYR
Nonstop1h 57m
United Airlines
Deal found 2/2![United Airlines logo]()
$337
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:50 am
SYR
- MDW
1 stop4h 04m
Delta
Mon 2/236:17 pm
MDW
- SYR
1 stop3h 56m
Delta
Deal found 2/3![Delta logo]()
$354
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sat 2/286:00 am
MDW
- SYR
1 stop6h 36m
Delta
Deal found 2/3![Delta logo]()
$364
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sun 3/16:20 pm
MDW
- SYR
1 stop3h 53m
Delta
Deal found 2/2![Delta logo]()
$229
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:50 am
SYR
- MDW
1 stop4h 04m
Delta
Sat 2/286:00 am
MDW
- SYR
1 stop6h 36m
Delta
Deal found 2/3![Delta logo]()
$344
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:50 am
SYR
- MDW
1 stop4h 04m
Delta
Fri 2/276:20 pm
MDW
- SYR
1 stop3h 53m
Delta
Deal found 2/3![Delta logo]()
$307
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.
Sun 3/18:38 pm
SYR
- MDW
1 stop24h 49m
Multiple Airlines
Sun 3/87:30 am
MDW
- SYR
2 stops23h 43m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$331
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:50 am
SYR
- MDW
1 stop4h 04m
Delta
Mon 3/26:20 pm
MDW
- SYR
1 stop3h 53m
Delta
Deal found 2/2![Delta logo]()
$383
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:50 am
SYR
- MDW
1 stop4h 04m
Delta
Mon 3/96:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/3![Delta logo]()
$254
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:50 am
SYR
- MDW
1 stop4h 03m
Delta
Sat 3/286:34 pm
MDW
- SYR
1 stop3h 35m
Delta
Deal found 2/3![Delta logo]()
$279
One-way flights from Syracuse to ChicagoSearch for one-way flight options from Syracuse to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Syracuse to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:00 am
SYR
- ORD
1 stop5h 59m
JetBlue
Deal found 2/3![JetBlue logo]()
$69
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:00 am
SYR
- ORD
1 stop5h 54m
JetBlue
Deal found 2/2![JetBlue logo]()
$80
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:50 pm
SYR
- ORD
1 stop11h 26m
Frontier
Deal found 2/1![Frontier logo]()
$86
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:50 pm
SYR
- ORD
1 stop21h 25m
Frontier
Deal found 2/3![Frontier logo]()
$92
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:12 am
SYR
- ORD
1 stop5h 13m
JetBlue
Deal found 2/1![JetBlue logo]()
$93
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.
Sun 2/226:00 am
SYR
- ORD
1 stop28h 10m
JetBlue
Deal found 2/2![JetBlue logo]()
$103
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 3/96:31 pm
SYR
- MDW
1 stop24h 42m
Frontier
Deal found 2/2![Frontier logo]()
$104
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:17 pm
SYR
- MDW
1 stop17h 51m
Frontier
Deal found 2/3![Frontier logo]()
$105
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:17 pm
SYR
- ORD
1 stop13h 49m
Frontier
Deal found 2/3![Frontier logo]()
$105
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.
Mon 5/412:50 pm
SYR
- ORD
1 stop11h 26m
Frontier
Deal found 2/3![Frontier logo]()
$107
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:00 am
SYR
- ORD
1 stop5h 48m
JetBlue
Deal found 2/2![JetBlue logo]()
$113
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.
Mon 5/1111:31 am
SYR
- ORD
1 stop12h 26m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$114
Find flight deals from Syracuse to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Syracuse (SYR) 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 February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Expedia) |
One-way from | $69 (Expedia) |
Popular in | November |
Cheapest in | September |
Average price | $297 |
Good round-trip deal | $341 or less |
Good one-way deal | $238 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Syracuse 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 February 3, 2026.
Use the filters below to find and compare flights from Syracuse to Chicago that are best for you.
Fly from
Syracuse
Fly to
Chicago
Route
Depart
Return
Price
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Sat 3/21
6:20 pm-7:46 pm
Nonstop2h 26m
Chicago O'Hare Intl
Sat 3/28
8:44 pm-11:44 pm
Nonstop2h 00m
$209
SyracuseChicago
SYR - MDW
SYRMDW
Syracuse Hancock Intl
Thu 4/16
6:00 am-8:47 am
1 stop3h 47m
Chicago Midway
Sun 4/19
6:38 pm-11:09 pm
1 stop3h 31m
$229
SyracuseChicago
SYR - MDW
SYRMDW
Syracuse Hancock Intl
Sat 4/18
6:00 am-8:47 am
1 stop3h 47m
Chicago Midway
Wed 4/22
5:21 pm-11:59 pm
1 stop5h 38m
$229
SyracuseChicago
SYR - MDW
SYRMDW
Syracuse Hancock Intl
Sun 3/1
5:50 am-8:54 am
1 stop4h 04m
Chicago Midway
Sun 3/8
6:34 pm-11:09 pm
1 stop3h 35m
$229
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Wed 4/29
6:00 am-10:09 am
1 stop5h 09m
Chicago O'Hare Intl
Sat 5/2
5:04 pm-11:09 pm
1 stop5h 05m
$229
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Fri 3/13
6:11 pm-12:16 am
1 stop7h 05m
Chicago O'Hare Intl
Tue 3/17
6:26 am-3:35 pm
1 stop8h 09m
$233
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Sun 2/22
6:25 am-7:55 am
Nonstop2h 30m
Chicago O'Hare Intl
Sat 2/28
2:00 pm-8:14 pm
1 stop5h 14m
$239
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Sun 2/22
5:50 am-9:41 am
1 stop4h 51m
Chicago O'Hare Intl
Sat 2/28
5:37 pm-11:13 pm
1 stop4h 36m
$249
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Fri 4/17
6:00 am-10:09 am
1 stop5h 09m
Chicago O'Hare Intl
Sun 4/19
5:10 am-11:08 am
1 stop4h 58m
$254
SyracuseChicago
SYR - ORD
SYRORD
Syracuse Hancock Intl
Thu 4/16
6:00 am-10:09 am
1 stop5h 09m
Chicago O'Hare Intl
Sun 4/19
5:10 am-11:08 am
1 stop4h 58m
$254
Showing 1-10 of 55 results
Compare providers for flights from Syracuse 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 Syracuse to Chicago in February.
| 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 Syracuse-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Syracuse-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Syracuse-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Syracuse-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 Syracuse-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 Syracuse to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Syracuse with our price prediction graph.
SYR-CHI
SYR-ORD
SYR-MDW
SYR-RFD
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 Syracuse to Chicago
SYR-CHI
SYR-ORD
SYR-MDW
SYR-RFD
How far ahead should I book a flight from Syracuse to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Syracuse to Chicago. Price data was last updated on January 30, 2026.
The price you pay for your flight from Syracuse to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 40 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Syracuse to Chicago?
Currently, May is the cheapest month in which you can book a flight from Syracuse to Chicago (average of $141). Flying from Syracuse to Chicago in July is currently the most expensive (average of $271). 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 SYR to CHI?
Find hourly flight availability from Syracuse 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 February 3, 2026.
One of the essential ways to save on airfare from Syracuse to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 23% on airfare.
What is the cheapest day to fly from Syracuse to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Syracuse to Chicago. Price data was last updated on January 31, 2026.
Travelers seeking maximum savings on their Syracuse to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Syracuse to Chicago
Explore weekly flight availability from Syracuse 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 February 3, 2026.
The most flights from SYR to CHI are scheduled on a Monday (17 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (9 on average).
How much does it cost to fly round-trip from Syracuse 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 February 3, 2026.
Read through reviews of airlines operating flights from Syracuse to Chicago, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from Syracuse 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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 3, 2026.
Complete your trip
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Syracuse and Chicago flights
Browse other Syracuse and Chicago flight options. Last updated on February 3, 2026.
Other flights from Syracuse
Browse through other flights departing from Syracuse. Flights are based on user searches made on Cheapflights and were last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Syracuse to Chicago
Discover the top 3 airlines that operate flights from Syracuse 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$153 | Average$338 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$333 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$342 | FlexibilityNo cancel fee | On-time71% |