$78+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Jun 30 — Jul 71
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 September, booked 25 days in advance, depart on a Friday or Thursday and return on a Thursday
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 May 31, 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 May 31, 2026.
This American Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Mon 8/177:03 am
MSP
- ORD
Nonstop1h 52m
American Airlines
Wed 8/198:25 am
ORD
- MSP
Nonstop1h 40m
American Airlines
Deal found 5/30![American Airlines logo]()
$133
This Delta deal was found by Cheapflights users on 5/28. 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.
Wed 9/307:07 am
MSP
- MDW
Nonstop1h 43m
Delta
Wed 9/301:47 pm
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 5/28![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 5/28. 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.
Wed 7/157:00 am
MSP
- ORD
Nonstop1h 30m
Delta
Wed 7/158:21 pm
ORD
- MSP
Nonstop1h 51m
Delta
Deal found 5/28![Delta logo]()
$137
This Sun Country Air deal was found by Cheapflights users on 5/28. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/116:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$138
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 8/46:57 am
MSP
- MDW
Nonstop1h 42m
Delta
Sat 8/229:59 am
MDW
- MSP
Nonstop1h 43m
Delta
Deal found 5/29![Delta logo]()
$140
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 8/46:56 am
MSP
- ORD
Nonstop1h 34m
Delta
Sat 8/226:44 pm
ORD
- MSP
Nonstop1h 51m
Delta
Deal found 5/29![Delta logo]()
$140
This Trip.com deal was found by Cheapflights users on 5/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/2212:24 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$142
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:30 pm
MSP
- MDW
Nonstop1h 35m
Delta
Mon 9/149:49 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 5/31![Delta logo]()
$143
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 9/178:00 pm
MSP
- ORD
Nonstop1h 33m
Delta
Mon 9/218:24 pm
ORD
- MSP
Nonstop1h 43m
Delta
Deal found 5/29![Delta logo]()
$143
This Southwest deal was found by Cheapflights users on 5/28. 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 7/77:55 am
MSP
- MDW
1 stop4h 30m
Southwest
Wed 7/152:50 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/28![Southwest logo]()
$147
This Super.com deal was found by Cheapflights users on 5/27. 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.
Tue 7/79:05 am
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 7/106:31 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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.
Sat 7/113:15 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/116:05 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/30![Sun Country Air logo]()
$148
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 May 31, 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 May 31, 2026.
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Wed 6/246:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Wed 7/17:00 am
ORD
- MSP
Nonstop1h 41m
United Airlines
Deal found 5/27![United Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 5/28. 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 8/174:24 pm
MSP
- MDW
Nonstop1h 37m
Delta
Sat 8/227:25 pm
MDW
- MSP
Nonstop1h 45m
Delta
Deal found 5/28![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 8/85:30 am
MSP
- MDW
Nonstop1h 25m
Southwest
Mon 8/104:10 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/29![Southwest logo]()
$181
This Delta deal was found by Cheapflights users on 5/27. 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.
Tue 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Tue 7/77:06 pm
MDW
- MSP
Nonstop1h 45m
Delta
Deal found 5/27![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Mon 7/278:55 am
MSP
- RFD
1 stop11h 28m
Multiple Airlines
Thu 7/309:19 am
RFD
- MSP
1 stop11h 37m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 8/67:10 am
MSP
- MDW
1 stop7h 00m
Southwest
Mon 8/108:40 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/29![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 5/26. 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 7/49:00 am
MSP
- ORD
1 stop4h 04m
Delta
Tue 7/78:27 am
ORD
- MSP
Nonstop1h 35m
Delta
Deal found 5/26![Delta logo]()
$216
This Southwest deal was found by Cheapflights users on 5/26. 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.
Wed 7/227:05 am
MSP
- MDW
2 stops6h 30m
Southwest
Tue 7/285:20 pm
MDW
- MSP
1 stop6h 35m
Southwest
Deal found 5/26![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 7/310:00 am
MSP
- ORD
Nonstop1h 31m
Delta
Tue 7/75:54 pm
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 5/29![Delta logo]()
$226
This Southwest deal was found by Cheapflights users on 5/28. 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 7/254:45 pm
MSP
- MDW
1 stop6h 35m
Southwest
Wed 7/299:20 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/28![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 5/26. 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.
Fri 7/244:15 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Tue 7/285:10 pm
MDW
- MSP
1 stop5h 40m
Southwest
Deal found 5/26![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/49:00 am
MSP
- MDW
1 stop3h 46m
Delta
Tue 7/71:49 pm
MDW
- MSP
Nonstop1h 44m
Delta
Deal found 5/30![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 6/296:04 am
MSP
- ORD
1 stop7h 00m
Delta
Tue 6/303:55 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 5/30![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/107:45 am
MSP
- MDW
1 stop6h 00m
Southwest
Tue 7/145:10 pm
MDW
- MSP
1 stop5h 40m
Southwest
Deal found 5/30![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/296:04 am
MSP
- ORD
1 stop6h 59m
Delta
Wed 8/128:48 am
ORD
- MSP
1 stop4h 32m
Delta
Deal found 5/30![Delta logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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 7/82:30 pm
MSP
- RFD
1 stop17h 59m
Multiple Airlines
Sun 7/269:19 am
RFD
- MSP
1 stop10h 28m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 7/152:00 pm
MSP
- RFD
1 stop18h 29m
Multiple Airlines
Sun 7/199:19 am
RFD
- MSP
1 stop13h 28m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 6/247:00 am
MSP
- ORD
Nonstop1h 35m
Delta
Sun 6/286:30 am
ORD
- MSP
Nonstop1h 36m
Delta
Deal found 5/30![Delta logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 7/222:30 pm
MSP
- RFD
1 stop17h 59m
Multiple Airlines
Sun 7/269:19 am
RFD
- MSP
1 stop10h 28m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Fri 6/269:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 5/26![Delta logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Thu 7/169:30 pm
MSP
- RFD
1 stop22h 53m
Multiple Airlines
Mon 7/207:50 pm
RFD
- MSP
2 stops16h 31m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:55 am
MSP
- MDW
Nonstop1h 42m
Delta
Tue 6/309:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 5/30![Delta logo]()
$279
This KAYAK deal was found by Cheapflights users on 5/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/217:00 am
MSP
- ORD
Nonstop1h 35m
Delta
Wed 6/248:36 am
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 5/26![Delta logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/53:45 pm
MSP
- RFD
1 stop20h 29m
Multiple Airlines
Mon 6/87:53 pm
RFD
- MSP
2 stops17h 46m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 5/28. 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 8/116:04 am
MSP
- ORD
1 stop7h 09m
Delta
Fri 8/218:48 am
ORD
- MSP
1 stop4h 32m
Delta
Deal found 5/28![Delta logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Fri 7/243:05 pm
MSP
- RFD
2 stops17h 10m
Multiple Airlines
Sun 7/269:19 am
RFD
- MSP
1 stop10h 28m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 5/28. 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.
Wed 7/84:15 pm
MSP
- ORD
1 stop4h 16m
Delta
Fri 7/102:07 pm
ORD
- MSP
1 stop5h 00m
Delta
Deal found 5/28![Delta logo]()
$286
This Delta deal was found by Cheapflights users on 5/26. 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.
Wed 7/159:00 am
MSP
- ORD
1 stop4h 03m
Delta
Sat 7/183:55 pm
ORD
- MSP
Nonstop1h 45m
Delta
Deal found 5/26![Delta logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/123:55 pm
MSP
- RFD
1 stop20h 19m
Multiple Airlines
Mon 6/157:53 pm
RFD
- MSP
1 stop19h 09m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/193:20 pm
MSP
- ORD
Nonstop1h 42m
Delta
Tue 6/238:36 am
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 5/31![Delta logo]()
$290
Last-minute flights from Saint Paul to ChicagoDiscover last-minute flight deals from Saint Paul to Chicago. Data last updated May 31, 2026 and is based on user searches.
Discover last-minute flight deals from Saint Paul to Chicago. Data last updated May 31, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Mon 6/296:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$168
This Super.com deal was found by Cheapflights users on 5/28. 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.
Mon 6/153:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 6/196:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/28![Sun Country Air logo]()
$176
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:28 am
MSP
- ORD
Nonstop1h 52m
American Airlines
Wed 6/1711:00 pm
ORD
- MSP
Nonstop1h 43m
American Airlines
Deal found 5/27![American Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Fri 6/193:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/16:24 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$167
This Super.com deal was found by Cheapflights users on 5/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/223:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Thu 6/258:44 pm
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$186
This Delta deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Wed 6/249:54 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 5/26![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 5/28. 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 6/235:45 pm
MSP
- ORD
Nonstop1h 46m
Delta
Tue 7/78:21 pm
ORD
- MSP
Nonstop1h 51m
Delta
Deal found 5/28![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 5/27. 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.
Tue 6/234:38 pm
MSP
- MDW
Nonstop1h 40m
Delta
Tue 7/77:06 pm
MDW
- MSP
Nonstop1h 45m
Delta
Deal found 5/27![Delta logo]()
$177
This Super.com deal was found by Cheapflights users on 5/27. 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.
Mon 6/293:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Wed 7/16:24 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/27![Sun Country Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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.
Mon 6/293:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sat 7/46:19 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 5/29![Sun Country Air logo]()
$148
This Southwest deal was found by Cheapflights users on 5/27. 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 6/303:10 pm
MSP
- MDW
1 stop6h 00m
Southwest
Wed 7/17:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 5/27![Southwest logo]()
$147
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 6/307:55 am
MSP
- MDW
1 stop9h 10m
Southwest
Tue 7/75:10 pm
MDW
- MSP
1 stop5h 40m
Southwest
Deal found 5/30![Southwest logo]()
$162
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 May 31, 2026.
Search for one-way flight options from Saint Paul to Chicago. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/113:15 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/30![Sun Country Air logo]()
$78
This Southwest deal was found by Cheapflights users on 5/28. 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 7/77:55 am
MSP
- MDW
1 stop4h 30m
Southwest
Deal found 5/28![Southwest logo]()
$79
This Cheapflightsfares deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” 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.
Sat 7/43:15 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/29![Sun Country Air logo]()
$79
This eDestinos deal was found by Cheapflights users on 5/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$82
This Southwest deal was found by Cheapflights users on 5/28. 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.
Wed 7/297:05 am
MSP
- MDW
2 stops6h 30m
Southwest
Deal found 5/28![Southwest logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/93:15 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 5/30![Sun Country Air logo]()
$88
This Delta deal was found by Cheapflights users on 5/28. 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 8/174:24 pm
MSP
- MDW
Nonstop1h 37m
Delta
Deal found 5/28![Delta logo]()
$89
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Thu 8/279:45 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$89
This Southwest deal was found by Cheapflights users on 5/27. 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.
Sat 8/85:30 am
MSP
- MDW
Nonstop1h 25m
Southwest
Deal found 5/27![Southwest logo]()
$91
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 8/86:00 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$91
This United Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 8/269:45 am
MSP
- ORD
Nonstop1h 44m
United Airlines
Deal found 5/30![United Airlines logo]()
$94
This KAYAK deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:45 pm
MSP
- ORD
Nonstop1h 46m
Delta
Deal found 5/29![Delta logo]()
$95
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 May 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $133 (American Airlines) |
One-way from | $78 (Kiwi.com) |
Popular in | March |
Cheapest in | December |
Average price | $234 |
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 2,558,603 searches. Data last updated May 31, 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 - ORD
MSPORD
Minneapolis St Paul
Wed 6/24
6:00 am-7:44 am
Nonstop1h 44m
Chicago O'Hare Intl
Wed 7/1
7:00 am-8:41 am
Nonstop1h 41m
$137
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 8/17
4:24 pm-6:01 pm
Nonstop1h 37m
Chicago Midway
Sat 8/22
7:25 pm-9:10 pm
Nonstop1h 45m
$177
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Tue 6/23
4:38 pm-6:18 pm
Nonstop1h 40m
Chicago Midway
Tue 7/7
7:06 pm-8:51 pm
Nonstop1h 45m
$177
Quickest round-trip
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Sat 8/8
5:30 am-6:55 am
Nonstop1h 25m
Chicago Midway
Mon 8/10
4:10 pm-5:40 pm
Nonstop1h 30m
$181
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Thu 8/6
7:10 am-2:10 pm
1 stop7h 00m
Chicago Midway
Mon 8/10
8:40 pm-10:10 pm
Nonstop1h 30m
$191
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 7/4
9:00 am-1:04 pm
1 stop4h 04m
Chicago O'Hare Intl
Tue 7/7
8:27 am-10:02 am
Nonstop1h 35m
$216
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Fri 7/3
10:00 am-11:31 am
Nonstop1h 31m
Chicago O'Hare Intl
Tue 7/7
5:54 pm-7:31 pm
Nonstop1h 37m
$226
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Wed 7/22
7:05 am-1:35 pm
2 stops6h 30m
Chicago Midway
Tue 7/28
5:20 pm-11:55 pm
1 stop6h 35m
$231
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Sat 7/25
4:45 pm-11:20 pm
1 stop6h 35m
Chicago Midway
Wed 7/29
9:20 pm-10:50 pm
Nonstop1h 30m
$236
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Fri 7/24
4:15 pm-5:45 pm
Nonstop1h 30m
Chicago Midway
Tue 7/28
5:10 pm-10:50 pm
1 stop5h 40m
$236
Showing 1-10 of 60 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 May 31, 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 27% 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 May 31, 2026.
The most flights from SA1 to CHI are scheduled on a Friday (115 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (53 on average).
How much does it cost to fly round-trip from Saint Paul to Chicago?
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 May 30, 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. Sunday afternoons 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 May 31, 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
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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
Hammond
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 May 31, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Saint Paul and Chicago flights
Browse other Saint Paul and Chicago flight options. Last updated on May 31, 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 2,558,603 searches. Data last updated May 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$96 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$59 | Average$157 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$59 | Average$246 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$97 | Average$350 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$97 | Average$241 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$110 | Average$241 | FlexibilityNo cancel fee | On-time63% |