$68 Find Cheap Flights from Chicago to Saint Paul - 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 Saint Paul departing on 7/23. 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
$137
Typical prices: $103-$256
Sun Country Air
Mon 10/5Sat 10/10
ORD - MSP • Non-stop
Cheapest non-stop
$141
Typical prices: $121-$314
Delta
Sat 8/22Mon 8/24
ORD - MSP • Non-stop
Arrival airport
You can't fly directly to Saint Paul. It is served by Minneapolis (MSP), located 7.6 miles from Saint Paul.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Chicago to Saint Paul (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 Saint Paul 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 Saint Paul

Mon, Oct 5 - Sat, Oct 10
Sun Country Air Logo
11:41 am - 1:17 pm
ORD
-
MSP
1h 36mnonstop
Sun Country Air Logo
1:25 pm - 3:03 pm
MSP
-
ORD
1h 38mnonstop
$137Sun Country Air
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
5:20 pm - 11:55 pm
MDW
-
MSP
6h 35m
1 stop
Southwest Logo
8:00 am - 1:55 pm
MSP
-
MDW
5h 55m
1 stop
$137Southwest
Fri, Dec 11 - Sun, Dec 13
Sun Country Air Logo
11:48 am - 1:29 pm
ORD
-
MSP
1h 41mnonstop
Sun Country Air Logo
9:05 am - 10:46 am
MSP
-
ORD
1h 41mnonstop
$138Sun Country Air
Sat, Aug 22 - Mon, Aug 24
Delta Logo
6:00 am - 7:30 am
ORD
-
MSP
1h 30mnonstop
Delta Logo
3:20 pm - 4:59 pm
MSP
-
ORD
1h 39mnonstop
$141Delta
Sat, Aug 22 - Mon, Aug 24
Delta Logo
1:51 pm - 3:35 pm
MDW
-
MSP
1h 44mnonstop
Delta Logo
4:24 pm - 6:01 pm
MSP
-
MDW
1h 37mnonstop
$141Delta
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
2:25 pm - 8:05 pm
MDW
-
MSP
5h 40m
1 stop
Southwest Logo
7:05 am - 4:55 pm
MSP
-
MDW
9h 50m
2 stops
$142Southwest
Sat, Aug 8 - Mon, Aug 10
Delta Logo
6:00 am - 7:30 am
ORD
-
MSP
1h 30mnonstop
Delta Logo
8:10 pm - 9:47 pm
MSP
-
ORD
1h 37mnonstop
$142Delta
Sat, Aug 8 - Mon, Aug 10
American Airlines Logo
10:40 pm - 12:24 am
ORD
-
MSP
1h 44mnonstop
American Airlines Logo
8:10 am - 10:00 am
MSP
-
ORD
1h 50mnonstop
$143American Airlines
Thu, Jul 23 - Sat, Jul 25
Sun Country Air Logo
7:25 am - 9:11 am
ORD
-
MSP
1h 46mnonstop
Sun Country Air Logo
3:15 pm - 5:04 pm
MSP
-
ORD
1h 49mnonstop
$147Sun Country Air
Tue, Jul 21 - Tue, Jul 21
Southwest Logo
7:40 am - 9:10 am
MDW
-
MSP
1h 30mnonstop
Southwest Logo
3:50 pm - 5:20 pm
MSP
-
MDW
1h 30mnonstop
$147Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$68
Best time to beat the crowds but there is an average 62% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare Airport to Minneapolis

When to book flights from Chicago to Saint Paul

Are your dates flexible? Find out the best times to travel from Chicago to Saint Paul 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 Saint Paul

  • Which airports will I be using when flying from Chicago to Saint Paul?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Saint Paul does not have its own airport so you’ll be flying into nearby Minneapolis St Paul airport, which is 7.6 mi away.

  • How long does a flight from Chicago to Saint Paul take?

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

  • How many flights are there between Chicago and Saint Paul?

    140 direct flights run between Chicago and Saint Paul on a daily basis. On average, there are about 980 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Saint Paul?

    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 Saint Paul?

    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 Saint Paul.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Paul 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 Saint Paul?

    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 Saint Paul 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 Saint Paul?

    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 Saint Paul 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 Saint Paul?

    In the last 5 days, the cheapest one-way ticket between Chicago and Saint Paul found on KAYAK was with Frontier for $46. Frontier offered a round-trip connection from $39 and Delta from $48.

Top tips for finding cheap flights from Chicago to Saint Paul

  • There is no airport in Saint Paul. Instead, you’ll be flying into Minneapolis-Saint Paul Airport when flying between Chicago and Saint Paul.
  • The cheapest flight from Chicago to Saint Paul 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 Saint Paul

 
Need help choosing which airline to fly with from Chicago to Saint Paul? 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.
7.9
SouthwestOverall score based on 4246 reviews
8.6Crew
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
Airline reviews

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.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

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.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

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

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

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.

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.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

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 Saint Paul

Complete your trip to Saint Paul with a hotel stay or car rental