$59 Find Cheap Flights from Chicago to St. Cloud - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to St. Cloud departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Everything you should know

Cheapest round-trip
$127
Typical prices: $98-$290
United Airlines
Sat 9/5Tue 9/8
ORD - MSP • Non-stop
Cheapest non-stop
$127
Typical prices: $246-$513
Delta
Tue 8/18Sat 8/22
MDW - MSP • Non-stop
Arrival airport
You can't fly directly to St. Cloud. It is served by Minneapolis (MSP), located 65.9 miles from St. Cloud.
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Flight Deals
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Flight Deals

Cheap Flights from Chicago to St. Cloud (CHI-MSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to St. Cloud that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to St. Cloud

Sat, Sep 5 - Tue, Sep 8
United Airlines Logo
8:45 am - 10:25 am
ORD
-
MSP
1h 40mnonstop
United Airlines Logo
1:20 pm - 3:04 pm
MSP
-
ORD
1h 44mnonstop
$127United Airlines
Thu, Sep 3 - Tue, Sep 8
Delta Logo
8:24 pm - 10:15 pm
ORD
-
MSP
1h 51mnonstop
Delta Logo
8:00 pm - 9:33 pm
MSP
-
ORD
1h 33mnonstop
$127Delta
Tue, Aug 25 - Wed, Aug 26
Southwest Logo
8:30 am - 10:10 am
MDW
-
MSP
1h 40mnonstop
Southwest Logo
8:00 am - 1:55 pm
MSP
-
MDW
5h 55m
1 stop
$127Southwest
Wed, Jan 6 - Tue, Jan 12
Southwest Logo
1:45 pm - 8:30 pm
MDW
-
MSP
6h 45m
1 stop
Southwest Logo
5:20 am - 7:10 am
MSP
-
MDW
1h 50mnonstop
$127Southwest
Sun, Sep 6 - Sun, Sep 6
Delta Logo
8:28 am - 10:03 am
ORD
-
MSP
1h 35mnonstop
Delta Logo
8:10 pm - 9:47 pm
MSP
-
ORD
1h 37mnonstop
$127Delta
Thu, Oct 8 - Sat, Oct 10
United Airlines Logo
10:32 am - 12:12 pm
ORD
-
MSP
1h 40mnonstop
United Airlines Logo
6:00 am - 7:43 am
MSP
-
ORD
1h 43mnonstop
$134United Airlines
Wed, Nov 25 - Fri, Nov 27
Sun Country Air Logo
7:38 pm - 9:19 pm
ORD
-
MSP
1h 41mnonstop
Sun Country Air Logo
6:30 pm - 8:07 pm
MSP
-
ORD
1h 37mnonstop
$137Sun Country Air
Fri, Nov 20 - Thu, Nov 26
Sun Country Air Logo
5:18 pm - 6:59 pm
ORD
-
MSP
1h 41mnonstop
Sun Country Air Logo
6:35 am - 8:20 am
MSP
-
ORD
1h 45mnonstop
$143Sun Country Air
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
6:30 am - 1:38 pm
ORD
-
MSP
7h 08m
1 stop
Multiple Airlines Logo
10:10 am - 11:48 am
MSP
-
ORD
1h 38mnonstop
$168Multiple Airlines
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
6:30 am - 1:38 pm
ORD
-
MSP
7h 08m
1 stop
Multiple Airlines Logo
10:10 am - 11:48 am
MSP
-
ORD
1h 38mnonstop
$171Multiple Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$59
Best time to beat the crowds but there is an average 58% increase in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to Minneapolis

When to book flights from Chicago to St. Cloud

Are your dates flexible? Find out the best times to travel from Chicago to St. Cloud based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to St. Cloud

  • Which airports will I be using when flying from Chicago to St. Cloud?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. St. Cloud does not have its own airport so you’ll be flying into nearby Minneapolis St Paul airport, which is 65.9 mi away.

  • How long does a flight from Chicago to St. Cloud take?

    Direct flights cover the 348 miles separating Chicago and St. Cloud in about 1h 30m.

  • How many flights are there between Chicago and St. Cloud?

    136 direct flights run between Chicago and St. Cloud on a daily basis. On average, there are about 957 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and St. Cloud?

    Consider leaving on a Tuesday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Chicago to St. Cloud?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to St. Cloud.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to St. Cloud?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. Cloud from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to St. Cloud?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to St. Cloud with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to St. Cloud?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to St. Cloud from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to St. Cloud?

    In the last 5 days, the cheapest one-way ticket between Chicago and St. Cloud found on KAYAK was with Frontier for $46. Frontier offered a round-trip connection from $39 and Delta from $50.

Top tips for finding cheap flights from Chicago to St. Cloud

  • There is no airport in St. Cloud. Instead, you’ll be flying into Minneapolis-Saint Paul Airport when flying between Chicago and St. Cloud.
  • The cheapest flight from Chicago to St. Cloud was found 50 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be December, January and February. The cheapest month to fly is December.

Reviews of the top 5 airlines serving Chicago to St. Cloud

 
Need help choosing which airline to fly with from Chicago to St. Cloud? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Going through customs and having a connecting flight is impossible in Chicago.

The only problem I had with this being my first flight was primarily on me having a large luggage and with the flight delay, having our layover be cut short. I had to go straight to the gate and may have almost missed it. Thankfully the digital boarding pass was easily accessible to be able to board.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

seats were way too small. Too short of a flight to offer amenities.

The flt was good and quick, but we had to wait 10 hrs for our 1 hr flight. We chose our flight in May so we could make the connection in Chicago quickly!!! Well that did not work out!!! When profits come before peoples plans made 6 months previous, and the companies don’t care, or give refunds for poor treatments,———I’m OUT!!!!!!

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Booked through Kayak for $236. They canceled the flight unknown to me; retaining $100 for canceling it. Found out when I went to check in. Rebooked the same flight for $400. Incredibly disappointed. The Sun Country part was as to be expected. Crowded, no food, no arm room but got me where I wanted to go.

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

It was a good experience. I do wish the seats were roomier. Also, I did not like being charged for my carry on bag

The Flight was fine, the staff treated me well, the flight got delayed over 5 1/2 hours for maintenance issues....but it worked out OK,, they were very apologetic about it, and it is better to not fly if there is any issue than endanger peoples lives, so in reality that was a good thing, It did cost me extra for parking because I went beyond the time I had purchased for parking at MSP. But all in all, Good flight

I did not take this flight because the reservation made by Kayak was wrong! Kayak owes me a trip from Minneapolis to Duluth.

When I got to the airport in Seattle, they told me the flight "did not exist". Kayak reserved me a seat on a flight that did not exist. This is inexcusable. I was able to change my reservation to a flight that actually did exist, but the flight was later and then I didn't make it in time for the next leg of my trip from Minneapolis to Duluth. Kayak owes me a trip from Minneapolis to Duluth, and a big apology for messing up my reservation.

The plane was freezing cold. Asked for a blanket and there were none. Was told twice that the pilots would warm the plane and it never happened Worst experience flying ever

Multiple delays because they screwed up on the crew schedule and had to wait for over an hour for more people to come.

The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.

Everything you need to know for your flight from Chicago to St. Cloud

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