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$60+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Saint Paul to Chicago are usually found in September or November, booked 55 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap 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 July 3, 2025.

Round-trip from

$116
(Priceline)

One-way from

$60
(Booking.com)

Popular in

February

Cheapest in

September

Average price

$176
From Saint Paul to Chicago (CHI)
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One-way flight from Saint Paul to Chicago (CHI)
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Highest demand for flights based on searches. 16% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Saint Paul to Chicago

Cheapest flights from Saint Paul to Chicago
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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/83:36 pmMSP - ORD
Nonstop1h 39mMultiple Airlines
Sun 8/105:01 amORD - MSP
1 stop6h 22mMultiple Airlines
Deal found 7/3$116
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/194:30 pmMSP - MDW
1 stop5h 25mSouthwest
Wed 8/205:40 pmMDW - MSP
1 stop4h 45mSouthwest
Deal found 7/2$117
This Sun Country Air deal was found by Cheapflights users on 7/3. 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 9/55:30 pmMSP - ORD
Nonstop1h 42mSun Country Air
Sun 9/77:02 pmORD - MSP
Nonstop1h 47mSun Country Air
Deal found 7/3$118
This Delta deal was found by Cheapflights users on 7/1. 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 10/184:30 pmMSP - MDW
Nonstop1h 37mDelta
Tue 10/219:20 amMDW - MSP
Nonstop1h 39mDelta
Deal found 7/1$119
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/256:00 amMSP - ORD
Nonstop1h 43mUnited Airlines
Sun 9/288:51 amORD - MSP
Nonstop1h 36mUnited Airlines
Deal found 7/1$119
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/232:58 pmMSP - ORD
1 stop8h 41mFrontier
Mon 8/2511:44 amORD - MSP
1 stop9h 05mFrontier
Deal found 7/2$121
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Wed 8/66:59 amMSP - ORD
Nonstop1h 40mAmerican Airlines
Sat 8/910:12 pmORD - MSP
Nonstop1h 37mAmerican Airlines
Deal found 7/1$124
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 8/276:55 amMSP - ORD
Nonstop1h 29mDelta
Fri 8/298:25 amORD - MSP
Nonstop1h 34mDelta
Deal found 7/1$147
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:45 amMSP - MDW
1 stop9h 08mFrontier
Mon 9/154:48 pmMDW - MSP
1 stop7h 28mFrontier
Deal found 7/2$161
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amMSP - RFD
2 stops8h 16mMultiple Airlines
Sun 8/243:06 pmRFD - MSP
1 stop4h 51mMultiple Airlines
Deal found 7/2$280

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 July 3, 2025.
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 - ORD

MSPORD

Minneapolis St Paul

Fri 8/8

3:36 pm-5:15 pm

Nonstop1h 39m

Chicago O'Hare Intl

Sun 8/10

5:01 am-11:23 am

1 stop6h 22m

$116

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 8/19

4:30 pm-9:55 pm

1 stop5h 25m

Chicago Midway

Wed 8/20

5:40 pm-10:25 pm

1 stop4h 45m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 9/5

5:30 pm-7:12 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 9/7

7:02 pm-8:49 pm

Nonstop1h 47m

$118

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 10/18

7:00 am-8:46 am

Nonstop1h 46m

Chicago Midway

Tue 10/21

9:20 am-10:59 am

Nonstop1h 39m

$119

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 9/25

6:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Sun 9/28

8:51 am-10:27 am

Nonstop1h 36m

$119

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 8/23

2:58 pm-11:39 pm

1 stop8h 41m

Chicago O'Hare Intl

Mon 8/25

11:44 am-8:49 pm

1 stop9h 05m

$121

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 8/6

6:59 am-8:39 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 8/9

10:12 pm-11:49 pm

Nonstop1h 37m

$124

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 8/27

6:55 am-8:24 am

Nonstop1h 29m

Chicago O'Hare Intl

Fri 8/29

8:25 am-9:59 am

Nonstop1h 34m

$147

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Fri 9/12

6:45 am-3:53 pm

1 stop9h 08m

Chicago Midway

Mon 9/15

4:48 pm-12:16 am

1 stop7h 28m

$161

MinneapolisChicago

MSP - RFD

MSPRFD

Minneapolis St Paul

Thu 8/21

6:00 am-2:16 pm

2 stops8h 16m

Chicago Greater Rockford

Sun 8/24

3:06 pm-7:57 pm

1 stop4h 51m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 23 results
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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.
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

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 June 27, 2025.

Booking 55 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, August is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $245). Flying from Saint Paul to Chicago in March is currently the most expensive (average of $321). 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 July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Saint Paul to Chicago as you normally would.

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 June 29, 2025.

Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday 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 July 3, 2025.

The most flights from SA1 to CHI are scheduled on a Thursday (121 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 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 July 3, 2025.
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.
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,845 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,270 reviews

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.6

Crew

8.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Saint Paul to Chicago one-way?

    The cheapest airline one-way is Sun Country Air, with whom users have recently found tickets for as low as $60. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Saint Paul to Chicago for a low price.

  • What are the most popular routes from Saint Paul to Chicago?

    The most popular flight routes from Saint Paul to Chicago are Minneapolis St Paul - Chicago O'Hare Intl, Minneapolis St Paul - Chicago Midway and Minneapolis St Paul - Chicago Greater Rockford.

  • What are the most reliable airlines from Saint Paul to Chicago?

    No one likes to see their flight delayed. When booking a flight from Saint Paul to Chicago consider choosing Republic Airways (95%), Avianca (93%) or Turkish Airlines (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Saint Paul to Chicago?

    While on average a flight from Saint Paul to Chicago is generally $2,712, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl), you can expect to pay $97 for that flight.

  • Can I find deals for flights from Saint Paul to Chicago that include hotel bookings?

    Yes. In addition to deals on Saint Paul to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saint Paul to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saint Paul to Chicago.

  • Can I find deals for business class flights from Saint Paul to Chicago?

    Yes. Cheapflights offers flight deals from Saint Paul to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Saint Paul to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Saint Paul to Chicago (average of $245). Flying from Saint Paul to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Saint Paul?

Book flights to Saint Paul if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Saint Paul to Chicago

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Top 5 airlines flying from Saint Paul to Chicago

Discover the top 5 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$68Average$157FlexibilityNo cancel feeOn-time83%
DeltaCheapest$85Average$330FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$91Average$212FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$95Average$277FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$226FlexibilityNo cancel feeOn-time63%

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