$72+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Mar 4 — Mar 111
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 September or December, booked 90 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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Last-minute
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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 February 2, 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 February 2, 2026.
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:00 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 3/147:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 1/31![Southwest logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:08 am
MSP
- ORD
Nonstop1h 48m
American Airlines
Sat 4/188:44 pm
ORD
- MSP
Nonstop1h 37m
American Airlines
Deal found 2/1![American Airlines logo]()
$131
This Delta deal was found by Cheapflights users on 1/30. 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 4/157:05 am
MSP
- MDW
Nonstop1h 46m
Delta
Thu 4/169:31 am
MDW
- MSP
Nonstop1h 39m
Delta
Deal found 1/30![Delta logo]()
$134
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 2/255:00 am
MSP
- ORD
Nonstop1h 45m
American Airlines
Mon 3/210:23 pm
ORD
- MSP
Nonstop1h 33m
American Airlines
Deal found 1/30![American Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:12 am
MSP
- ORD
Nonstop1h 37m
Sun Country Air
Fri 4/177:27 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/147:18 pm
MSP
- ORD
Nonstop1h 32m
Sun Country Air
Sun 3/227:30 am
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:24 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 4/1311:54 am
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 1/31![Sun Country Air logo]()
$138
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:45 pm
MSP
- ORD
Nonstop1h 41m
United Airlines
Tue 3/246:08 pm
ORD
- MSP
Nonstop1h 32m
United Airlines
Deal found 2/1![United Airlines logo]()
$141
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:10 am
MSP
- ORD
1 stop5h 40m
Southwest
Tue 4/142:40 pm
ORD
- MSP
1 stop8h 25m
Southwest
Deal found 2/1![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 1/30. 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.
Wed 4/1510:40 am
MSP
- MDW
1 stop5h 35m
Southwest
Thu 4/1610:15 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 1/30![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:50 pm
MSP
- ORD
Nonstop1h 36m
Delta
Sat 3/149:35 am
ORD
- MSP
Nonstop1h 37m
Delta
Deal found 1/31![Delta logo]()
$144
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:25 am
MSP
- MDW
1 stop4h 15m
Southwest
Sat 4/410:10 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/1![Southwest 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 February 2, 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 February 2, 2026.
This Delta deal was found by Cheapflights users on 1/30. 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 4/157:05 am
MSP
- MDW
Nonstop1h 46m
Delta
Thu 4/169:31 am
MDW
- MSP
Nonstop1h 39m
Delta
Deal found 1/30![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:15 am
MSP
- MDW
Nonstop1h 30m
Southwest
Sat 4/410:10 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 2/1![Southwest logo]()
$138
This Sun Country Air deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/123:35 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Fri 6/196:25 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$158
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:14 pm
MSP
- ORD
Nonstop1h 41m
United Airlines
Fri 3/207:15 am
ORD
- MSP
Nonstop1h 30m
United Airlines
Deal found 2/1![United Airlines logo]()
$191
This Orbitz deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/911:55 am
MSP
- ORD
1 stop10h 49m
Multiple Airlines
Sun 4/129:13 pm
ORD
- MSP
Nonstop1h 42m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$201
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:50 am
MSP
- MDW
Nonstop1h 30m
Southwest
Mon 5/188:05 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 2/1![Southwest logo]()
$157
This Sun Country Air deal was found by Cheapflights users on 1/30. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Mon 7/136:31 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 1/30![Sun Country Air logo]()
$168
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:57 pm
MSP
- MDW
Nonstop1h 39m
Delta
Sat 4/189:46 am
MDW
- MSP
Nonstop1h 41m
Delta
Deal found 1/31![Delta logo]()
$171
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:55 am
MSP
- ORD
Nonstop1h 30m
Delta
Mon 5/188:05 pm
ORD
- MSP
Nonstop1h 46m
Delta
Deal found 2/1![Delta logo]()
$171
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/266:00 am
MSP
- ORD
Nonstop1h 41m
United Airlines
Mon 3/308:19 pm
ORD
- MSP
Nonstop1h 40m
United Airlines
Deal found 2/1![United Airlines logo]()
$191
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:40 am
MSP
- MDW
2 stops7h 55m
Southwest
Tue 4/2810:45 am
MDW
- MSP
Nonstop1h 35m
Southwest
Deal found 1/31![Southwest logo]()
$186
This Sun Country Air deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:30 pm
MSP
- ORD
Nonstop1h 36m
Sun Country Air
Mon 5/188:06 pm
ORD
- MSP
Nonstop1h 42m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$188
This Delta deal was found by Cheapflights users on 1/30. 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 3/74:28 pm
MSP
- ORD
Nonstop1h 33m
Delta
Mon 3/98:30 pm
ORD
- MSP
Nonstop1h 39m
Delta
Deal found 1/30![Delta logo]()
$171
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/206:50 am
MSP
- MDW
Nonstop1h 40m
Southwest
Fri 3/277:40 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 1/31![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:00 am
MSP
- MDW
Nonstop1h 50m
Delta
Wed 4/19:30 am
MDW
- MSP
Nonstop1h 37m
Delta
Deal found 2/1![Delta logo]()
$181
This Sun Country Air deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/103:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Sun 7/126:31 pm
ORD
- MSP
Nonstop1h 46m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$208
This Delta deal was found by Cheapflights users on 1/30. 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 2/284:00 pm
MSP
- ORD
1 stop4h 44m
Delta
Mon 3/26:15 am
ORD
- MSP
Nonstop1h 42m
Delta
Deal found 1/30![Delta logo]()
$204
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:15 pm
MSP
- ORD
Nonstop1h 37m
Delta
Tue 6/28:05 pm
ORD
- MSP
Nonstop1h 46m
Delta
Deal found 1/31![Delta logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:40 pm
MSP
- RFD
1 stop15h 49m
Multiple Airlines
Thu 7/29:19 am
RFD
- MSP
1 stop13h 35m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:00 am
MSP
- ORD
Nonstop1h 52m
Delta
Tue 3/245:40 pm
ORD
- MSP
1 stop4h 01m
Delta
Deal found 2/1![Delta logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/313:30 pm
MSP
- RFD
2 stops16h 15m
Multiple Airlines
Thu 7/29:19 am
RFD
- MSP
1 stop13h 35m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:18 pm
MSP
- RFD
1 stop12h 06m
Multiple Airlines
Sat 3/289:55 pm
RFD
- MSP
1 stop13h 06m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/610:23 pm
MSP
- RFD
1 stop12h 50m
Multiple Airlines
Sun 3/1512:45 pm
RFD
- MSP
1 stop16h 19m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$761
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/204:30 pm
MSP
- RFD
1 stop18h 40m
Multiple Airlines
Sun 2/2212:41 pm
RFD
- MSP
1 stop11h 03m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$781
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/198:07 pm
MSP
- RFD
1 stop13h 42m
Multiple Airlines
Sat 3/219:28 pm
RFD
- MSP
1 stop13h 33m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$815
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/206:24 am
MSP
- RFD
1 stop12h 09m
Multiple Airlines
Sun 3/2210:37 am
RFD
- MSP
1 stop24h 22m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$847
Last-minute flights from Saint Paul to ChicagoDiscover last-minute flight deals from Saint Paul to Chicago. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Saint Paul to Chicago. Data last updated February 2, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:27 pm
MSP
- ORD
1 stop23h 45m
Multiple Airlines
Sun 2/227:05 am
ORD
- MSP
Nonstop1h 43m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$170
This Southwest deal was found by Cheapflights users on 1/30. 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.
Thu 2/195:20 am
MSP
- MDW
1 stop5h 00m
Southwest
Sat 2/2111:30 am
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 1/30![Southwest logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2010:54 am
MSP
- ORD
Nonstop1h 33m
Sun Country Air
Sun 2/227:05 am
ORD
- MSP
Nonstop1h 43m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$168
This Southwest deal was found by Cheapflights users on 1/30. 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.
Sat 2/213:55 pm
MSP
- MDW
1 stop5h 55m
Southwest
Mon 2/238:50 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 1/30![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 1/30. 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.
Mon 2/235:20 am
MSP
- MDW
1 stop5h 00m
Southwest
Tue 2/247:45 pm
MDW
- MSP
Nonstop1h 30m
Southwest
Deal found 1/30![Southwest logo]()
$144
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:00 am
MSP
- ORD
1 stop12h 30m
Frontier
Thu 2/2611:41 am
ORD
- MSP
1 stop7h 46m
Frontier
Deal found 2/1![Frontier logo]()
$148
This Delta deal was found by Cheapflights users on 1/30. 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.
Tue 2/247:05 am
MSP
- MDW
Nonstop2h 01m
Delta
Thu 2/261:49 pm
MDW
- MSP
Nonstop1h 46m
Delta
Deal found 1/30![Delta logo]()
$134
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 2/255:00 am
MSP
- ORD
Nonstop1h 45m
American Airlines
Mon 3/210:23 pm
ORD
- MSP
Nonstop1h 33m
American Airlines
Deal found 1/30![American Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 1/30. 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 2/256:55 am
MSP
- ORD
Nonstop1h 45m
Delta
Mon 3/22:05 pm
ORD
- MSP
1 stop6h 52m
Delta
Deal found 1/30![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 1/30. 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 2/282:30 pm
MSP
- MDW
Nonstop1h 44m
Delta
Mon 3/29:50 am
MDW
- MSP
Nonstop1h 42m
Delta
Deal found 1/30![Delta logo]()
$171
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2810:00 am
MSP
- ORD
Nonstop1h 45m
Delta
Sat 3/78:50 am
ORD
- MSP
Nonstop1h 38m
Delta
Deal found 1/31![Delta logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 2/281:30 pm
MSP
- ORD
Nonstop1h 33m
Multiple Airlines
Mon 3/24:42 pm
ORD
- MSP
2 stops28h 33m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$179
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 February 2, 2026.
Search for one-way flight options from Saint Paul to Chicago. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:50 pm
MSP
- MDW
Nonstop1h 30m
Southwest
Deal found 1/31![Southwest logo]()
$72
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:31 pm
MSP
- ORD
Nonstop1h 45m
United Airlines
Deal found 1/31![United Airlines logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:40 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$78
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2010:24 am
MSP
- ORD
Nonstop1h 33m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$79
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:40 am
MSP
- MDW
1 stop7h 51m
Frontier
Deal found 2/1![Frontier logo]()
$80
This Booking.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:50 pm
MSP
- ORD
Nonstop1h 49m
Sun Country Air
Deal found 2/1![Sun Country Air logo]()
$80
This Frontier deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/43:40 pm
MSP
- ORD
1 stop9h 12m
Frontier
Deal found 1/31![Frontier logo]()
$81
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:45 pm
MSP
- MDW
1 stop5h 20m
Southwest
Deal found 1/31![Southwest logo]()
$82
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:30 am
MSP
- ORD
1 stop7h 50m
Southwest
Deal found 1/31![Southwest logo]()
$82
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:27 pm
MSP
- MDW
1 stop17h 59m
Frontier
Deal found 2/1![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:27 pm
MSP
- ORD
1 stop23h 45m
Frontier
Deal found 2/1![Frontier logo]()
$85
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 February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $122 (Southwest) |
One-way from | $72 (Southwest) |
Popular in | February |
Cheapest in | September |
Average price | $246 |
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 February 2, 2026.
Use the filters below to find and compare flights from Saint Paul to Chicago that are best for you.
Fly from
Saint Paul
Fly to
Chicago
Route
Depart
Return
Price
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Wed 4/15
7:05 am-8:51 am
Nonstop1h 46m
Chicago Midway
Thu 4/16
9:31 am-11:10 am
Nonstop1h 39m
$134
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Wed 4/1
5:15 am-6:45 am
Nonstop1h 30m
Chicago Midway
Sat 4/4
10:10 am-11:40 am
Nonstop1h 30m
$138
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Sat 5/16
9:50 am-11:20 am
Nonstop1h 30m
Chicago Midway
Mon 5/18
8:05 am-9:40 am
Nonstop1h 35m
$157
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Fri 6/12
3:35 pm-5:24 pm
Nonstop1h 49m
Chicago O'Hare Intl
Fri 6/19
6:25 pm-8:11 pm
Nonstop1h 46m
$158
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Thu 7/9
3:30 pm-5:19 pm
Nonstop1h 49m
Chicago O'Hare Intl
Mon 7/13
6:31 pm-8:17 pm
Nonstop1h 46m
$168
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Thu 4/16
4:57 pm-6:36 pm
Nonstop1h 39m
Chicago Midway
Sat 4/18
9:46 am-11:27 am
Nonstop1h 41m
$171
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 5/16
6:55 am-8:25 am
Nonstop1h 30m
Chicago O'Hare Intl
Mon 5/18
8:05 pm-9:51 pm
Nonstop1h 46m
$171
MinneapolisChicago
MSP - ORD
MSPORD
Minneapolis St Paul
Sat 3/7
4:28 pm-6:01 pm
Nonstop1h 33m
Chicago O'Hare Intl
Mon 3/9
8:30 pm-10:09 pm
Nonstop1h 39m
$171
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Mon 3/30
7:00 am-8:50 am
Nonstop1h 50m
Chicago Midway
Wed 4/1
9:30 am-11:07 am
Nonstop1h 37m
$181
MinneapolisChicago
MSP - MDW
MSPMDW
Minneapolis St Paul
Wed 4/22
8:40 am-4:35 pm
2 stops7h 55m
Chicago Midway
Tue 4/28
10:45 am-12:20 pm
Nonstop1h 35m
$186
Showing 1-10 of 54 results
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
How far ahead should I book a flight from Saint Paul to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Saint Paul to Chicago. Price data was last updated on January 30, 2026.
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Saint Paul to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Saint Paul to Chicago?
Currently, December is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $54). Flying from Saint Paul to Chicago in July is currently the most expensive (average of $115). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from 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 February 2, 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 28% on airfare.
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 January 31, 2026.
Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 February 2, 2026.
The most flights from SA1 to CHI are scheduled on a Friday (103 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (60 on average).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 2, 2026.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Saint Paul to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$96 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$55 | Average$232 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$58 | Average$146 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$93 | Average$217 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$97 | Average$312 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$101 | Average$219 | FlexibilityNo cancel fee | On-time63% |