$58 Find Cheap Flights from Chicago to Saint Paul

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 6/9. 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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Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Saint Paul

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Saint Paul.
Discover the best prices for you by selecting your travel dates on KAYAK.
Sun Country Air Logo
7:00 am - 8:44 amORD-MSP
1h 44mnonstop
Sun Country Air Logo
3:36 pm - 5:15 pmMSP-ORD
1h 39mnonstop
$106Sun Country Air
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Sun, Jun 1 - Thu, Jun 5
Sun Country Air Logo
6:17 pm - 7:57 pmORD-MSP
1h 40mnonstop
Sun Country Air Logo
3:42 pm - 5:21 pmMSP-ORD
1h 39mnonstop
$113Sun Country Air
Find Deal
Thu, Jun 19 - Mon, Jun 23
Delta Logo
6:24 am - 7:54 amORD-MSP
1h 30mnonstop
Delta Logo
7:05 am - 8:34 amMSP-ORD
1h 29mnonstop
$179Delta
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Thu, May 29 - Sat, May 31
Delta Logo
9:20 am - 10:59 amMDW-MSP
1h 39mnonstop
Delta Logo
4:15 pm - 5:45 pmMSP-MDW
1h 30mnonstop
$179Delta
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Sat, May 24 - Sun, May 25
American Airlines Logo
4:08 pm - 5:38 pmORD-MSP
1h 30mnonstop
American Airlines Logo
7:00 am - 8:48 amMSP-ORD
1h 48mnonstop
$183American Airlines
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Tue, May 20 - Wed, May 21
Southwest Logo
8:30 am - 10:00 amMDW-MSP
1h 30mnonstop
Southwest Logo
12:35 pm - 2:05 pmMSP-MDW
1h 30mnonstop
$183Southwest
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Tue, May 20 - Wed, May 21
Southwest Logo
6:25 am - 11:45 amMDW-MSP
5h 20m1 stop
Southwest Logo
5:15 am - 6:45 amMSP-MDW
1h 30mnonstop
$189Southwest
Find Deal
Wed, May 28 - Thu, May 29
American Airlines Logo
6:46 am - 8:18 amORD-MSP
1h 32mnonstop
American Airlines Logo
10:16 am - 12:09 pmMSP-ORD
1h 53mnonstop
$212American Airlines
Find Deal
Tue, Jun 10 - Mon, Jun 16
United Airlines Logo
7:25 am - 9:04 amORD-MSP
1h 39mnonstop
United Airlines Logo
10:05 am - 11:43 amMSP-ORD
1h 38mnonstop
$259United Airlines
Find Deal
Mon, May 26 - Tue, May 27
United Airlines Logo
7:25 am - 9:04 amORD-MSP
1h 39mnonstop
United Airlines Logo
6:30 pm - 8:14 pmMSP-ORD
1h 44mnonstop
$289United Airlines
Find Deal
Fri, Jun 20 - Sat, Jun 21
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Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$58
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly and prices are also 21% lower on average.
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 25m.

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

    156 direct flights run between Chicago and Saint Paul on a daily basis. On average, there are about 1,098 departures each week.

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

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

  • 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 72 hours, the cheapest one-way ticket between Chicago and Saint Paul found on KAYAK was with Sun Country Air for $58. Sun Country Air offered a round-trip connection from $106 and Delta from $179.

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 66 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 January, February and March. The cheapest month to fly is May.

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.
8.0
SouthwestOverall score based on 4294 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
7.1Food
8.6Crew
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is a premier airline so my expectations are most always met.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

New boarding doesn't make sense. Filling front first is slow.

Nothing unusual. It was fine. I hate having to pay extra for my seat.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

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

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

The flight there was frustrating but the flight home was very good.

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

I had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

So unprofessional. They changed my connecting flight to a time that made it literally impossible to make the flight with no way to contact them or reject the changes. When I missed the flight as expected, there was no one to be found at their ticketing counter and the phone support put me on hold for an indefinite time. Since they didn't have another flight that day, all sun country air personell had left the airport (this was at 7pm) and my only options were to get a hotel for the night and come back the next afternoon to hopefully get rescheduled or buy a flight with another airline.

I purchased an aisle seat but was put in the middle seat surrounded by families with small sick children (3). That can happen anytime and I was prepared. The ticket agent questioned why I hadn’t paid for my luggage and had to explain that 2 pieces were included with my ticket. I hate that nickel and diming attitude. Please inform your staff better.

I know the airline has been open for 40 years and the flight crew looked just as old. The flight attendants were not friendly and rude. They should think of retiring this crew.

The crew was friendly, but I only got a drink, no food.

Everything you need to know for your flight from Chicago to Saint Paul

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