$59+ Cheap flights from Saint Paul, MN 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Sep 22 — Sep 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Saint Paul 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 Saint Paul to Chicago are usually found in December or October, booked 25 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Saint Paul to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Saint Paul to ChicagoExplore the most affordable flight options available from Saint Paul to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
Explore the most affordable flight options available from Saint Paul to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 am -
Nonstop1h 25m
Wed 9/168:30 am -
Nonstop1h 40m
Deal found 8/18![Southwest logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:45 am -
Nonstop1h 44m
Wed 9/2310:25 am -
Nonstop1h 40m
Deal found 8/18![United Airlines logo]()
$117
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:43 pm -
1 stop6h 10m
Sat 10/317:25 am -
1 stop7h 23m
Deal found 8/19![Frontier logo]()
$118
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:33 pm -
1 stop9h 50m
Wed 9/166:30 am -
1 stop7h 08m
Deal found 8/18![Frontier logo]()
$118
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:08 pm -
1 stop9h 30m
Mon 9/145:55 am -
1 stop12h 06m
Deal found 8/21![Frontier logo]()
$119
This Trip.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:26 pm -
1 stop8h 21m
Tue 11/36:16 am -
1 stop7h 50m
Deal found 8/20![Frontier logo]()
$125
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:00 am -
Nonstop1h 51m
Mon 12/219:54 pm -
Nonstop1h 36m
Deal found 8/22![United Airlines logo]()
$125
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:30 pm -
1 stop5h 25m
Tue 9/225:10 pm -
Nonstop1h 35m
Deal found 8/18![Southwest logo]()
$127
This CheapOair deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am -
1 stop17h 23m
Tue 10/66:30 am -
1 stop7h 08m
Deal found 8/19![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:00 pm -
Nonstop1h 30m
Wed 10/287:55 am -
2 stops6h 55m
Deal found 8/19![Southwest logo]()
$128
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:30 am -
1 stop8h 53m
Tue 9/296:30 am -
1 stop17h 38m
Deal found 8/18![Frontier logo]()
$128
This FlightHub deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:10 am -
Nonstop1h 38m
Wed 9/236:30 am -
1 stop7h 08m
Deal found 8/19![Multiple Airlines logo]()
$129
Best flights from Saint Paul to ChicagoDiscover carefully curated flight deals from Saint Paul to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Saint Paul to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:00 am -
Nonstop1h 44m
Tue 9/2210:25 am -
Nonstop1h 40m
Deal found 8/19![United Airlines logo]()
$117
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:05 pm -
Nonstop1h 33m
Mon 9/216:10 am -
Nonstop1h 36m
Deal found 8/23![Delta logo]()
$117
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:25 pm -
1 stop5h 15m
Thu 11/1210:05 pm -
Nonstop1h 30m
Deal found 8/19![Southwest logo]()
$127
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:14 pm -
Nonstop1h 46m
Sat 10/102:10 pm -
Nonstop1h 43m
Deal found 8/20![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:15 pm -
1 stop6h 50m
Sun 11/88:05 am -
Nonstop1h 35m
Deal found 8/22![Southwest logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am -
2 stops32h 03m
Thu 9/179:29 pm -
1 stop21h 39m
Deal found 8/19![Multiple Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:00 am -
1 stop6h 51m
Fri 11/2711:05 am -
Nonstop1h 43m
Deal found 8/22![Delta logo]()
$194
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:45 am -
Nonstop1h 25m
Mon 9/148:00 am -
Nonstop1h 45m
Deal found 8/19![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:55 am -
1 stop7h 35m
Sun 9/138:05 am -
Nonstop1h 45m
Deal found 8/18![Southwest logo]()
$188
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:10 am -
Nonstop1h 43m
Fri 11/276:23 am -
Nonstop1h 34m
Deal found 8/22![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:35 pm -
1 stop3h 10m
Sat 10/1011:55 am -
2 stops10h 15m
Deal found 8/19![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:10 am -
Nonstop1h 37m
Tue 11/310:01 am -
Nonstop1h 41m
Deal found 8/21![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:00 pm -
Nonstop1h 33m
Mon 9/286:10 am -
Nonstop1h 36m
Deal found 8/18![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:35 pm -
1 stop5h 30m
Mon 10/129:25 pm -
Nonstop1h 25m
Deal found 8/20![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:02 am -
1 stop3h 57m
Sat 11/79:59 am -
Nonstop1h 40m
Deal found 8/19![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:58 pm -
2 stops16h 35m
Sun 11/158:37 pm -
1 stop14h 35m
Deal found 8/20![Multiple Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:55 pm -
Nonstop1h 45m
Mon 9/2810:00 pm -
1 stop12h 51m
Deal found 8/19![United Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:55 am -
2 stops6h 25m
Sat 10/1011:55 am -
2 stops10h 15m
Deal found 8/20![Southwest logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:45 pm -
1 stop13h 42m
Sun 10/189:33 pm -
1 stop25h 30m
Deal found 8/21![Multiple Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:54 pm -
1 stop24h 45m
Thu 10/19:03 pm -
1 stop22h 05m
Deal found 8/22![Multiple Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:16 pm -
Nonstop1h 44m
Sat 9/510:25 am -
Nonstop1h 40m
Deal found 8/18![United Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:25 am -
1 stop5h 40m
Mon 9/213:20 pm -
2 stops7h 10m
Deal found 8/18![Southwest logo]()
$287
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/66:00 am -
Nonstop1h 44m
Mon 9/72:29 pm -
Nonstop1h 43m
Deal found 8/23![United Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:10 am -
1 stop5h 53m
Sun 9/133:53 pm -
2 stops32h 15m
Deal found 8/21![Multiple Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:30 am -
Nonstop1h 30m
Sun 10/189:50 am -
Nonstop1h 25m
Deal found 8/22![Southwest logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:25 am -
1 stop11h 46m
Sun 9/139:29 pm -
1 stop21h 39m
Deal found 8/18![Multiple Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:30 pm -
1 stop5h 25m
Sun 10/412:45 pm -
2 stops10h 35m
Deal found 8/18![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:05 am -
1 stop4h 32m
Mon 9/148:25 am -
Nonstop1h 39m
Deal found 8/19![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:56 pm -
1 stop4h 34m
Mon 9/146:10 am -
Nonstop1h 36m
Deal found 8/22![Delta logo]()
$402
Last-minute flights from Saint Paul to ChicagoDiscover last-minute flight deals from Saint Paul to Chicago. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Saint Paul to Chicago. Data last updated August 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:40 am -
Nonstop1h 30m
Sat 9/126:35 am -
1 stop9h 35m
Deal found 8/20![Southwest logo]()
$133
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:54 pm -
1 stop9h 44m
Mon 9/145:55 am -
1 stop12h 06m
Deal found 8/19![Frontier logo]()
$130
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:30 am -
Nonstop1h 25m
Wed 9/168:30 am -
Nonstop1h 40m
Deal found 8/18![Southwest logo]()
$117
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates ” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:08 pm -
1 stop9h 30m
Mon 9/145:55 am -
1 stop12h 06m
Deal found 8/21![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:33 pm -
1 stop9h 50m
Tue 9/226:00 am -
1 stop12h 01m
Deal found 8/18![Frontier logo]()
$118
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:30 pm -
1 stop5h 25m
Wed 9/168:30 am -
Nonstop1h 40m
Deal found 8/18![Southwest logo]()
$127
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:33 pm -
1 stop9h 50m
Thu 9/176:00 am -
1 stop12h 01m
Deal found 8/22![Frontier logo]()
$132
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:45 am -
Nonstop1h 44m
Wed 9/2310:25 am -
Nonstop1h 40m
Deal found 8/18![United Airlines logo]()
$117
This FlightHub deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:10 am -
Nonstop1h 38m
Wed 9/236:30 am -
1 stop7h 08m
Deal found 8/19![Multiple Airlines logo]()
$129
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:30 am -
1 stop8h 53m
Tue 9/296:30 am -
1 stop17h 38m
Deal found 8/18![Frontier logo]()
$128
This CheapOair deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am -
1 stop17h 23m
Tue 10/66:30 am -
1 stop7h 08m
Deal found 8/19![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:35 am -
Nonstop1h 25m
Tue 10/62:45 pm -
2 stops8h 00m
Deal found 8/19![Southwest logo]()
$132
One-way flights from Saint Paul to ChicagoSearch for one-way flight options from Saint Paul to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Saint Paul to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
Nonstop1h 25m
Deal found 8/19![Southwest logo]()
$59
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:20 pm -
Nonstop1h 44m
Deal found 8/18![United Airlines logo]()
$59
This CheapOair deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:30 am -
1 stop8h 21m
Deal found 8/20![Frontier logo]()
$60
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:54 pm -
1 stop9h 44m
Deal found 8/19![Frontier logo]()
$60
This Frontier deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:54 pm -
1 stop9h 44m
Deal found 8/20![Frontier logo]()
$61
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:57 pm -
1 stop26h 26m
Deal found 8/18![Frontier logo]()
$64
This Priceline deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:43 am -
1 stop9h 03m
Deal found 8/22![Frontier logo]()
$65
This Super.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:00 am -
1 stop17h 23m
Deal found 8/19![Frontier logo]()
$65
This Frontier deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:43 am -
1 stop9h 03m
Deal found 8/21![Frontier logo]()
$66
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:00 am -
1 stop17h 21m
Deal found 8/22![Frontier logo]()
$66
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:30 am -
1 stop5h 55m
Deal found 8/18![Southwest logo]()
$69
This Sun Country Air deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/35:10 pm -
Nonstop1h 40m
Deal found 8/19![Sun Country Air logo]()
$69
Find flight deals from Saint Paul to Chicago
Keep the following information in mind while searching for Saint Paul to Chicago flight deals. Data was last updated August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $59 (Southwest) |
Popular in | March |
Cheapest in | December |
Average price | $229 |
Cheapflights Fare Finder
Customize your flight search to find flights from Saint Paul 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 7,457,451 searches. Data last updated August 23, 2026.
Use the filters below to find and compare flights from Saint Paul to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 9/19
8:00 am-9:44 am
Nonstop1h 44m
Chicago O'Hare Intl
Tue 9/22
10:25 am-12:05 pm
Nonstop1h 40m
$117
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 9/19
8:05 pm-9:38 pm
Nonstop1h 33m
Chicago O'Hare Intl
Mon 9/21
6:10 am-7:46 am
Nonstop1h 36m
$117
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Wed 10/7
1:14 pm-3:00 pm
Nonstop1h 46m
Chicago O'Hare Intl
Sat 10/10
2:10 pm-3:53 pm
Nonstop1h 43m
$117
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Mon 11/9
5:25 pm-10:40 pm
1 stop5h 15m
Chicago Midway
Thu 11/12
10:05 pm-11:35 pm
Nonstop1h 30m
$127
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 11/5
5:15 pm-12:05 am
1 stop6h 50m
Chicago Midway
Sun 11/8
8:05 am-9:40 am
Nonstop1h 35m
$182
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Fri 9/11
5:45 am-7:10 am
Nonstop1h 25m
Chicago Midway
Mon 9/14
8:00 am-9:45 am
Nonstop1h 45m
$184
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 9/10
7:55 am-3:30 pm
1 stop7h 35m
Chicago Midway
Sun 9/13
8:05 am-9:50 am
Nonstop1h 45m
$188
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Mon 11/23
6:00 am-12:51 pm
1 stop6h 51m
Chicago Midway
Fri 11/27
11:05 am-12:48 pm
Nonstop1h 43m
$194
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Sat 10/3
2:35 pm-5:45 pm
1 stop3h 10m
Chicago Midway
Sat 10/10
11:55 am-10:10 pm
2 stops10h 15m
$213
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Fri 10/9
5:35 pm-11:05 pm
1 stop5h 30m
Chicago Midway
Mon 10/12
9:25 pm-10:50 pm
Nonstop1h 25m
$237
Showing 1-10 of 59 resultsSorted by cheapest first
Best time to book a flight from Saint Paul to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Saint Paul with our price prediction graph.
MSP-ORD
MSP-MDW
MSP-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 Saint Paul to Chicago
SA1-CHI
MSP-ORD
MSP-MDW
MSP-RFD
What is the cheapest time of day to fly from SA1 to CHI?
Find hourly flight availability from Saint Paul 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 August 23, 2026.
One of the essential ways to save on airfare from Saint Paul to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 37% on airfare.
Weekly flight availability from Saint Paul to Chicago
Explore weekly flight availability from Saint Paul 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 August 23, 2026.
The most flights from SA1 to CHI are scheduled on a Friday (117 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (80 on average).
How much does it cost to fly round-trip from Saint Paul to Chicago?
Airfare is below average for this route at the moment.
Saint Paul to Chicago flights typically cost between $159 and $294 in September.The cheapest round-trip price found within the last 5 days was $117 on Southwest (Sep 12-Sep 16).
What is the cheapest day to fly from Saint Paul to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Saint Paul to Chicago. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday evenings 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 August 23, 2026.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Saint Paul 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
Valparaiso
Hammond
Saint Joseph
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
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Saint Paul 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 August 23, 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 Saint Paul to Chicago by cabin class
Find flights from Saint Paul to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Saint Paul and Chicago flights
Browse other Saint Paul and Chicago flight options. Last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Saint Paul to Chicago
Discover the top 6 airlines that operate flights from Saint Paul 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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$96 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$60 | Average$267 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$68 | Average$166 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$105 | Average$246 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$117 | Average$374 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$130 | Average$290 | FlexibilityNo cancel fee | On-time63% |