$47+ Cheap flights from Illinois 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CHI
Jul 9 — Jul 161
Round-trip
1 adult, Economy
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Cheapest flights from Illinois to ChicagoExplore the most affordable flight options available from Illinois to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
Explore the most affordable flight options available from Illinois to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
This Mytrip deal was found by Cheapflights users on 6/8. 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.
Thu 7/29:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sun 7/55:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/8![Contour logo]()
$101
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Thu 7/912:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$102
This Mytrip deal was found by Cheapflights users on 6/7. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sun 8/25:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/7![Contour logo]()
$103
This Mytrip deal was found by Cheapflights users on 6/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Wed 7/225:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/5![Contour logo]()
$105
This Contour deal was found by Cheapflights users on 6/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Fri 7/315:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$118
This Contour deal was found by Cheapflights users on 6/7. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Tue 9/15:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/7![Contour logo]()
$138
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/19:37 am
DEC
- ORD
Nonstop1h 08m
United Airlines
Tue 7/74:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/8![United Airlines logo]()
$149
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sat 8/155:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$158
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/139:12 am
DEC
- ORD
Nonstop1h 17m
United Airlines
Sun 8/167:27 am
ORD
- DEC
Nonstop1h 10m
United Airlines
Deal found 6/7![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Tue 8/115:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$168
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Wed 8/1212:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$169
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/46:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sat 7/114:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/6![United Airlines logo]()
$170
Best flights from Illinois to ChicagoDiscover carefully curated flight deals from Illinois to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
Discover carefully curated flight deals from Illinois to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
This Mytrip deal was found by Cheapflights users on 6/8. 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.
Mon 7/63:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Mon 7/1312:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/8![Contour logo]()
$101
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/209:12 am
DEC
- ORD
Nonstop1h 17m
United Airlines
Sun 8/237:27 am
ORD
- DEC
Nonstop1h 10m
United Airlines
Deal found 6/6![United Airlines logo]()
$149
This Mytrip deal was found by Cheapflights users on 6/6. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sun 7/512:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$101
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Thu 7/912:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$102
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/87:22 pm
MLI
- ORD
Nonstop1h 30m
American Airlines
Mon 8/1010:05 am
ORD
- MLI
Nonstop1h 08m
American Airlines
Deal found 6/8![American Airlines logo]()
$249
This Mytrip deal was found by Cheapflights users on 6/7. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sun 8/25:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/7![Contour logo]()
$103
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Fri 7/319:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sun 8/212:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$103
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:54 pm
STL
- MDW
1 stop4h 31m
Delta
Sat 7/181:18 pm
MDW
- STL
1 stop4h 06m
Delta
Deal found 6/4![Delta logo]()
$278
This United Airlines deal was found by Cheapflights users on 6/4. 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 6/276:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Mon 7/67:45 am
ORD
- DEC
Nonstop1h 12m
United Airlines
Deal found 6/4![United Airlines logo]()
$149
This Mytrip deal was found by Cheapflights users on 6/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Wed 7/225:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/5![Contour logo]()
$105
This Southwest deal was found by Cheapflights users on 6/7. 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 6/275:40 am
STL
- MDW
Nonstop1h 05m
Southwest
Sun 6/288:05 am
MDW
- STL
Nonstop1h 25m
Southwest
Deal found 6/7![Southwest logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/56:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sun 7/124:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/6![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Mon 9/1412:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$118
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 6/206:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Wed 6/244:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/5![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sun 9/1312:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$118
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/139:12 am
DEC
- ORD
Nonstop1h 17m
United Airlines
Sun 8/167:27 am
ORD
- DEC
Nonstop1h 10m
United Airlines
Deal found 6/7![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Fri 7/315:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$118
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 6/276:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Fri 7/37:45 am
ORD
- DEC
Nonstop1h 12m
United Airlines
Deal found 6/5![United Airlines logo]()
$159
This American Airlines deal was found by Cheapflights users on 6/8. 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 8/87:22 pm
MLI
- ORD
Nonstop1h 30m
American Airlines
Tue 8/1810:05 am
ORD
- MLI
Nonstop1h 08m
American Airlines
Deal found 6/8![American Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/186:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sat 7/254:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/4![United Airlines logo]()
$159
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Wed 7/19:37 am
DEC
- ORD
Nonstop1h 08m
United Airlines
Tue 7/74:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/4![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Fri 9/1112:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$138
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/309:37 am
DEC
- ORD
Nonstop1h 08m
United Airlines
Sat 8/84:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/7![United Airlines logo]()
$159
This Contour deal was found by Cheapflights users on 6/6. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sat 9/125:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/6![Contour logo]()
$138
This Southwest deal was found by Cheapflights users on 6/8. 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 7/93:35 pm
STL
- MDW
Nonstop1h 05m
Southwest
Sun 7/128:05 am
MDW
- STL
Nonstop1h 25m
Southwest
Deal found 6/8![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/266:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sun 6/284:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/9![United Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 6/8. 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 8/72:10 pm
STL
- MDW
1 stop4h 23m
Delta
Fri 8/149:24 am
MDW
- STL
1 stop3h 50m
Delta
Deal found 6/8![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 6/8. 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 7/184:00 pm
STL
- MDW
Nonstop1h 05m
Southwest
Sat 7/255:00 am
MDW
- STL
1 stop5h 40m
Southwest
Deal found 6/8![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:54 pm
STL
- ORD
1 stop4h 35m
Delta
Sat 7/182:31 pm
ORD
- STL
1 stop6h 06m
Delta
Deal found 6/6![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sun 7/191:30 pm
STL
- MDW
Nonstop1h 05m
Southwest
Thu 7/232:30 pm
MDW
- STL
1 stop5h 50m
Southwest
Deal found 6/8![Southwest logo]()
$347
Last-minute flights from Illinois to ChicagoDiscover last-minute flight deals from Illinois to Chicago. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Chicago. Data last updated June 9, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 6/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Thu 6/1112:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$193
This United Airlines deal was found by Cheapflights users on 6/5. 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 6/176:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Thu 7/27:45 am
ORD
- DEC
Nonstop1h 12m
United Airlines
Deal found 6/5![United Airlines logo]()
$174
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Wed 7/16:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Tue 7/74:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/4![United Airlines logo]()
$149
This Mytrip deal was found by Cheapflights users on 6/8. 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.
Thu 7/29:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sun 7/55:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/8![Contour logo]()
$101
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Thu 7/912:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$102
This Mytrip deal was found by Cheapflights users on 6/7. 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.
Thu 7/23:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Sun 8/25:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/7![Contour logo]()
$103
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/46:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sat 7/114:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/6![United Airlines logo]()
$170
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/56:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Sat 7/114:45 pm
ORD
- DEC
Nonstop1h 11m
United Airlines
Deal found 6/8![United Airlines logo]()
$191
This Mytrip deal was found by Cheapflights users on 6/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Wed 7/225:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/5![Contour logo]()
$105
This Mytrip deal was found by Cheapflights users on 6/8. 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.
Sat 7/189:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sun 7/2612:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/8![Contour logo]()
$171
This Booking.com deal was found by Cheapflights users on 6/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Sat 7/2512:15 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/5![Contour logo]()
$174
This Contour deal was found by Cheapflights users on 6/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Fri 7/315:50 pm
ORD
- BRL
Nonstop1h 20m
Contour
Deal found 6/4![Contour logo]()
$118
One-way flights from Illinois to ChicagoSearch for one-way flight options from Illinois to Chicago. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
Search for one-way flight options from Illinois to Chicago. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Booking.com deal was found by Cheapflights users on 6/6. 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.
Mon 6/223:45 pm
BRL
- ORD
Nonstop1h 25m
Contour
Deal found 6/6![Contour logo]()
$47
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:30 pm
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/5![Southwest logo]()
$69
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:14 pm
STL
- ORD
Nonstop1h 31m
American Airlines
Deal found 6/4![American Airlines logo]()
$69
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:30 am
STL
- MDW
1 stop6h 09m
Delta
Deal found 6/4![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:30 am
STL
- ORD
1 stop4h 12m
Delta
Deal found 6/4![Delta logo]()
$79
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:30 am
STL
- MDW
1 stop6h 16m
Delta
Deal found 6/5![Delta logo]()
$84
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:30 am
STL
- ORD
1 stop4h 20m
Delta
Deal found 6/4![Delta logo]()
$84
This Booking.com deal was found by Cheapflights users on 6/6. 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.
Sat 6/139:10 am
BRL
- ORD
Nonstop1h 25m
Contour
Deal found 6/6![Contour logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 8/46:34 pm
STL
- ORD
1 stop25h 19m
Frontier
Deal found 6/8![Frontier logo]()
$94
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Thu 7/26:45 pm
DEC
- ORD
Nonstop1h 08m
United Airlines
Deal found 6/4![United Airlines logo]()
$98
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:45 am
STL
- MDW
Nonstop1h 05m
Southwest
Deal found 6/5![Southwest logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/159:32 am
STL
- ORD
Nonstop1h 28m
American Airlines
Deal found 6/5![American Airlines logo]()
$98
Find flight deals from Illinois to Chicago
Keep the following information in mind while searching for Illinois to Chicago flight deals. Data was last updated June 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $101 (Mytrip) |
One-way from | $47 (Booking.com) |
Good round-trip deal | $208 or less |
Good one-way deal | $68 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 June 9, 2026.
Use the filters below to find and compare flights from Illinois to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Mon 7/6
3:45 pm-5:10 pm
Nonstop1h 25m
Chicago O'Hare Intl
Mon 7/13
12:15 pm-1:35 pm
Nonstop1h 20m
$101
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Thu 7/2
3:45 pm-5:10 pm
Nonstop1h 25m
Chicago O'Hare Intl
Sun 7/5
12:15 pm-1:35 pm
Nonstop1h 20m
$101
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Thu 7/2
3:45 pm-5:10 pm
Nonstop1h 25m
Chicago O'Hare Intl
Thu 7/9
12:15 pm-1:35 pm
Nonstop1h 20m
$102
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Thu 7/2
3:45 pm-5:10 pm
Nonstop1h 25m
Chicago O'Hare Intl
Sun 8/2
5:50 pm-7:10 pm
Nonstop1h 20m
$103
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Fri 7/31
9:10 am-10:35 am
Nonstop1h 25m
Chicago O'Hare Intl
Sun 8/2
12:15 pm-1:35 pm
Nonstop1h 20m
$103
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Sun 7/12
9:10 am-10:35 am
Nonstop1h 25m
Chicago O'Hare Intl
Wed 7/22
5:50 pm-7:10 pm
Nonstop1h 20m
$105
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Mon 9/7
9:10 am-10:35 am
Nonstop1h 25m
Chicago O'Hare Intl
Mon 9/14
12:15 pm-1:35 pm
Nonstop1h 20m
$118
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Sun 9/6
3:45 pm-5:10 pm
Nonstop1h 25m
Chicago O'Hare Intl
Sun 9/13
12:15 pm-1:35 pm
Nonstop1h 20m
$118
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Tue 7/21
9:10 am-10:35 am
Nonstop1h 25m
Chicago O'Hare Intl
Fri 7/31
5:50 pm-7:10 pm
Nonstop1h 20m
$118
BurlingtonChicago
BRL - ORD
BRLORD
Burlington
Sat 9/5
9:10 am-10:35 am
Nonstop1h 25m
Chicago O'Hare Intl
Fri 9/11
12:15 pm-1:35 pm
Nonstop1h 20m
$138
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Illinois with our price prediction graph.
BRL-ORD
DEC-ORD
STL-MDW
STL-ORD
SPI-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Chicago
USIL-CHI
BRL-ORD
DEC-ORD
STL-MDW
STL-ORD
What is the cheapest month to book a flight from Illinois to Chicago?
Currently, December is the cheapest month in which you can book a flight from Illinois to Chicago (average of $108). Flying from Illinois to Chicago in January is currently the most expensive (average of $179). 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 IL to CHI?
Find hourly flight availability from Illinois 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 June 9, 2026.
When flying from Illinois to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 21% versus a flight at noon.
What is the cheapest day to fly from Illinois to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Chicago. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Illinois to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 June 9, 2026.
Get a feel of what it's like to fly with Contour,United Airlines, andAmerican Airlines from Illinois to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.2
Boarding
7.7
Food
6.9
Comfort
7.4
Crew
8.0
Overall
7.7
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Entertainment
6.2
Boarding
7.7
Food
6.9
Comfort
7.4
Crew
8.0
Overall
7.7
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Entertainment
6.2
Boarding
7.7
Food
6.9
Comfort
7.4
Crew
8.0
Overall
7.7
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Entertainment
6.2
Boarding
7.7
Food
6.9
Comfort
7.4
Crew
8.0
Overall
7.7
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Related info for your journey
Find useful and relevant information for your journey from Illinois to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Alternative routes for Illinois to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 June 9, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Chicago by cabin class
Find flights from Illinois to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Chicago flights
Browse other Illinois and Chicago flight options. Last updated on June 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Illinois to Chicago flights
Consider these flights traveling from Illinois to Chicago.
Top 2 airlines flying from Illinois to Chicago
Discover the top 2 airlines that operate flights from Illinois 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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$256 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$470 | FlexibilityNo cancel fee | On-time71% |