$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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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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
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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 28, 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 28, 2026.
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/264:20 pm -
Nonstop1h 39m
Mon 9/287:13 pm -
Nonstop1h 47m
Deal found 8/27![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/267:00 am -
Nonstop1h 38m
Tue 9/298:25 am -
Nonstop1h 39m
Deal found 8/27![Delta logo]()
$117
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 46m
Sat 10/317:25 am -
1 stop6h 41m
Deal found 8/27![Frontier logo]()
$118
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/199:30 am -
1 stop8h 53m
Mon 9/216:00 am -
1 stop12h 01m
Deal found 8/27![Frontier logo]()
$118
This Frontier 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 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 8/23![Frontier logo]()
$120
This FlightHub deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 8/27![Multiple Airlines logo]()
$122
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/217:40 am -
Nonstop1h 30m
Wed 9/235:20 pm -
1 stop5h 35m
Deal found 8/27![Southwest logo]()
$127
This Super.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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.
Fri 11/63:35 pm -
Nonstop1h 35m
Mon 11/911:45 am -
Nonstop1h 41m
Deal found 8/27![Sun Country Air logo]()
$127
This CheapOair deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/227:54 pm -
1 stop9h 44m
Tue 9/296:30 am -
1 stop17h 38m
Deal found 8/25![Frontier logo]()
$128
This FlightHub deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Thu 10/15:05 pm -
Nonstop1h 38m
Sat 10/316:30 am -
1 stop7h 08m
Deal found 8/26![Multiple Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/229:05 am -
2 stops6h 55m
Wed 9/232:20 pm -
Nonstop1h 30m
Deal found 8/27![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/78:05 am -
1 stop7h 25m
Wed 10/1410:10 am -
Nonstop1h 25m
Deal found 8/25![Southwest logo]()
$133
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 28, 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 28, 2026.
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/217:05 am -
Nonstop1h 43m
Wed 9/239:59 am -
Nonstop1h 41m
Deal found 8/25![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/266:55 pm -
Nonstop1h 45m
Wed 9/302:10 pm -
Nonstop1h 43m
Deal found 8/25![United Airlines logo]()
$117
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/295:55 am -
1 stop5h 15m
Fri 10/309:25 pm -
Nonstop1h 25m
Deal found 8/25![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/107:50 pm -
Nonstop1h 37m
Sat 10/176:20 am -
Nonstop1h 34m
Deal found 8/26![Delta logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/611:22 am -
Nonstop1h 44m
Fri 10/97:01 am -
Nonstop1h 40m
Deal found 8/25![United Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/199:33 am -
2 stops48h 41m
Sun 10/258:53 pm -
1 stop14h 22m
Deal found 8/28![Multiple Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/812:20 pm -
Nonstop1h 30m
Thu 10/157:45 am -
Nonstop1h 25m
Deal found 8/24![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/193:30 pm -
Nonstop1h 45m
Sat 11/2110:10 pm -
Nonstop1h 30m
Deal found 8/25![Southwest logo]()
$174
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/246:05 am -
1 stop6h 34m
Sat 9/269:59 am -
Nonstop1h 41m
Deal found 8/27![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/283:56 pm -
1 stop4h 34m
Thu 10/16:10 am -
Nonstop1h 36m
Deal found 8/26![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/2910:40 am -
Nonstop1h 30m
Sun 11/18:05 am -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$182
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/176:00 am -
Nonstop1h 44m
Sun 9/208:14 pm -
Nonstop1h 38m
Deal found 8/24![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/27:00 pm -
Nonstop1h 30m
Mon 10/57:45 am -
Nonstop1h 25m
Deal found 8/24![Southwest logo]()
$184
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/306:05 am -
1 stop4h 32m
Fri 10/28:25 pm -
Nonstop1h 43m
Deal found 8/27![Delta logo]()
$194
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/267:05 am -
2 stops9h 50m
Wed 9/302:20 pm -
Nonstop1h 30m
Deal found 8/25![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/143:02 pm -
Nonstop1h 38m
Fri 10/169:59 am -
Nonstop1h 40m
Deal found 8/27![Delta logo]()
$195
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/203:21 pm -
Nonstop1h 44m
Sat 9/266:27 pm -
Nonstop1h 35m
Deal found 8/27![United Airlines logo]()
$252
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 10/195:35 pm -
1 stop5h 35m
Wed 10/212:45 pm -
2 stops8h 05m
Deal found 8/27![Southwest logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/307:54 pm -
1 stop24h 19m
Sun 10/49:36 pm -
1 stop21h 32m
Deal found 8/26![Multiple Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/1912:50 pm -
Nonstop1h 25m
Mon 9/218:00 am -
Nonstop1h 45m
Deal found 8/24![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/2412:59 pm -
Nonstop1h 37m
Mon 10/266:20 am -
Nonstop1h 34m
Deal found 8/28![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/283:01 pm -
2 stops17h 49m
Thu 10/298:20 pm -
1 stop14h 52m
Deal found 8/25![Multiple Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/266:00 am -
1 stop6h 59m
Fri 10/305:30 pm -
Nonstop1h 42m
Deal found 8/28![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/149:30 am -
2 stops23h 20m
Sun 10/189:33 pm -
1 stop13h 42m
Deal found 8/25![Multiple Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/58:00 am -
Nonstop1h 44m
Sat 9/56:55 pm -
Nonstop1h 38m
Deal found 8/25![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/171:10 pm -
Nonstop1h 30m
Tue 10/207:55 am -
2 stops6h 55m
Deal found 8/28![Southwest logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 8/24![Multiple Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/2312:45 pm -
2 stops8h 10m
Sun 10/257:45 am -
Nonstop1h 25m
Deal found 8/25![Southwest logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 11/56:30 pm -
1 stop14h 08m
Sun 11/88:37 pm -
1 stop14h 35m
Deal found 8/24![Multiple Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/173:56 pm -
1 stop4h 34m
Tue 9/228:25 am -
Nonstop1h 39m
Deal found 8/27![Delta logo]()
$327
Last-minute flights from Saint Paul to ChicagoDiscover last-minute flight deals from Saint Paul to Chicago. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Saint Paul to Chicago. Data last updated August 28, 2026 and is based on user searches.
This Frontier 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 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 8/23![Frontier logo]()
$120
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:55 pm -
1 stop6h 15m
Tue 9/224:40 pm -
1 stop5h 50m
Deal found 8/23![Southwest logo]()
$137
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/187:05 am -
Nonstop1h 43m
Tue 9/229:59 am -
Nonstop1h 41m
Deal found 8/25![Delta logo]()
$134
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/199:30 am -
1 stop8h 53m
Mon 9/216:00 am -
1 stop12h 01m
Deal found 8/27![Frontier logo]()
$118
This FlightHub deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 8/27![Multiple Airlines logo]()
$122
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/215:45 am -
Nonstop1h 25m
Wed 9/234:40 pm -
1 stop5h 50m
Deal found 8/27![Southwest logo]()
$127
This CheapOair deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/227:54 pm -
1 stop9h 44m
Tue 9/296:30 am -
1 stop17h 38m
Deal found 8/25![Frontier logo]()
$128
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/229:05 am -
2 stops6h 55m
Wed 9/232:20 pm -
Nonstop1h 30m
Deal found 8/27![Southwest logo]()
$132
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/264:20 pm -
Nonstop1h 39m
Mon 9/287:13 pm -
Nonstop1h 47m
Deal found 8/27![Delta logo]()
$117
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/267:00 am -
Nonstop1h 38m
Tue 9/298:25 am -
Nonstop1h 39m
Deal found 8/27![Delta logo]()
$117
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 8/26![Frontier logo]()
$127
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/3010:35 am -
Nonstop1h 25m
Fri 10/25:50 pm -
1 stop5h 30m
Deal found 8/25![Southwest logo]()
$144
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 28, 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 28, 2026.
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/310:35 am -
Nonstop1h 30m
Deal found 8/26![Southwest logo]()
$59
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/228:00 pm -
Nonstop1h 33m
Deal found 8/28![Delta logo]()
$59
This CheapOair deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 8/25![Frontier logo]()
$60
This Frontier deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/227:54 pm -
1 stop9h 44m
Deal found 8/25![Frontier logo]()
$60
This Super.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:43 am -
1 stop9h 03m
Deal found 8/28![Frontier logo]()
$64
This Super.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Sat 9/199:30 am -
1 stop8h 53m
Deal found 8/25![Frontier logo]()
$64
This Orbitz deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:42 pm -
1 stop13h 49m
Deal found 8/26![Frontier logo]()
$65
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/97:00 am -
1 stop17h 21m
Deal found 8/26![Frontier logo]()
$66
This Expedia deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 11/245:55 pm -
Nonstop1h 35m
Deal found 8/28![Sun Country Air logo]()
$67
This Trip.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Tue 11/107:00 am -
1 stop17h 21m
Deal found 8/24![Frontier logo]()
$68
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/291:55 pm -
1 stop6h 15m
Deal found 8/28![Southwest logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/83:30 pm -
Nonstop1h 35m
Deal found 8/26![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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Delta) |
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 28, 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 - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Mon 9/21
7:05 am-8:48 am
Nonstop1h 43m
Chicago Midway
Wed 9/23
9:59 am-11:40 am
Nonstop1h 41m
$117
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 9/26
6:55 pm-8:40 pm
Nonstop1h 45m
Chicago O'Hare Intl
Wed 9/30
2:10 pm-3:53 pm
Nonstop1h 43m
$117
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Sat 10/10
7:50 pm-9:27 pm
Nonstop1h 37m
Chicago O'Hare Intl
Sat 10/17
6:20 am-7:54 am
Nonstop1h 34m
$117
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Tue 10/6
11:22 am-1:06 pm
Nonstop1h 44m
Chicago O'Hare Intl
Fri 10/9
7:01 am-8:41 am
Nonstop1h 40m
$134
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 10/29
5:55 am-11:10 am
1 stop5h 15m
Chicago Midway
Fri 10/30
9:25 pm-10:50 pm
Nonstop1h 25m
$144
Quickest round-trip
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 10/8
12:20 pm-1:50 pm
Nonstop1h 30m
Chicago Midway
Thu 10/15
7:45 am-9:10 am
Nonstop1h 25m
$167
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 11/19
3:30 pm-5:15 pm
Nonstop1h 45m
Chicago Midway
Sat 11/21
10:10 pm-11:40 pm
Nonstop1h 30m
$174
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 9/24
6:05 am-12:39 pm
1 stop6h 34m
Chicago Midway
Sat 9/26
9:59 am-11:40 am
Nonstop1h 41m
$177
MinneapolisChicago
MSP Minneapolis St Paul - ORD Chicago O'Hare Intl
MSPORD
Minneapolis St Paul
Mon 9/28
3:56 pm-8:30 pm
1 stop4h 34m
Chicago O'Hare Intl
Thu 10/1
6:10 am-7:46 am
Nonstop1h 36m
$177
MinneapolisChicago
MSP Minneapolis St Paul - MDW Chicago Midway
MSPMDW
Minneapolis St Paul
Thu 10/29
10:40 am-12:10 pm
Nonstop1h 30m
Chicago Midway
Sun 11/1
8:05 am-9:40 am
Nonstop1h 35m
$182
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-MDW
MSP-ORD
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-MDW
MSP-ORD
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 28, 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 28, 2026.
The most flights from SA1 to CHI are scheduled on a Thursday (115 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 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 $149 and $266 in September.The cheapest round-trip price found within the last 5 days was $117 on Delta (Sep 26-Sep 28).
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 28, 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.
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
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
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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 August 28, 2026.
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Saint Paul and Chicago flights
Browse other Saint Paul and Chicago flight options. Last updated on August 28, 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 28, 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% |