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$69+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Saint Paul to Chicago are usually found in July or September, booked 88 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from Saint Paul to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Saint Paul (SA1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$149
(Mytrip)

One-way from

$69
(Southwest)

Popular in

January

Cheapest in

July

Average price

$250
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. 18% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 21, 2025.

This Sun Country Air deal was found by Cheapflights users on 1/21. 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.
Wed 7/305:30 pmMSP - ORD
Nonstop1h 41mSun Country Air
Fri 8/18:10 pmORD - MSP
Nonstop1h 40mSun Country Air
Deal found 1/21$148
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Fri 2/2112:53 pmMSP - MDW
1 stop11h 24mFrontier
Tue 2/257:05 amMDW - MSP
1 stop16h 23mFrontier
Deal found 1/20$149
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Fri 5/165:30 pmMSP - ORD
Nonstop1h 39mMultiple Airlines
Mon 5/195:25 pmORD - MSP
1 stop7h 08mMultiple Airlines
Deal found 1/20$149
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/312:12 pmMSP - ORD
1 stop12h 32mFrontier
Tue 3/46:50 amORD - MSP
1 stop28h 29mFrontier
Deal found 1/20$150
This Southwest deal was found by Cheapflights users on 1/21. 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 3/66:30 amMSP - MDW
1 stop8h 20mSouthwest
Wed 3/126:20 pmMDW - MSP
1 stop4h 30mSouthwest
Deal found 1/21$157
This Delta deal was found by Cheapflights users on 1/21. 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 2/229:00 amMSP - MDW
Nonstop1h 42mDelta
Mon 2/246:59 pmMDW - MSP
Nonstop1h 43mDelta
Deal found 1/21$176
This Delta deal was found by Cheapflights users on 1/21. 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 2/1210:00 amMSP - ORD
Nonstop1h 30mDelta
Sat 2/2211:35 amORD - MSP
Nonstop1h 36mDelta
Deal found 1/21$176
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Fri 5/162:17 pmMSP - ORD
2 stops25h 40mSpirit Airlines
Mon 5/196:15 amORD - MSP
1 stop7h 02mSpirit Airlines
Deal found 1/20$203
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/126:00 pmMSP - ORD
Nonstop1h 41mAmerican Airlines
Sat 2/1512:20 pmORD - MSP
Nonstop1h 35mAmerican Airlines
Deal found 1/20$215
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Fri 2/146:00 amMSP - ORD
Nonstop1h 39mUnited Airlines
Sun 2/169:46 pmORD - MSP
Nonstop1h 31mUnited Airlines
Deal found 1/20$301
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Fri 6/138:54 pmMSP - RFD
1 stop14h 44mMultiple Airlines
Sun 6/154:06 pmRFD - MSP
1 stop5h 43mMultiple Airlines
Deal found 1/20$395

Find flights from Saint Paul to Chicago within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 6/5

5:30 pm-7:11 pm

Nonstop1h 41m

Chicago O'Hare Intl

Thu 6/12

8:10 pm-9:50 pm

Nonstop1h 40m

$148

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Fri 2/21

12:53 pm-12:17 am

1 stop11h 24m

Chicago Midway

Tue 2/25

7:05 am-11:28 pm

1 stop16h 23m

$149

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 5/16

5:30 pm-7:09 pm

Nonstop1h 39m

Chicago O'Hare Intl

Mon 5/19

5:25 pm-12:33 am

1 stop7h 08m

$149

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 3/3

12:12 pm-12:44 am

1 stop12h 32m

Chicago O'Hare Intl

Tue 3/4

6:50 am-11:19 am

1 stop28h 29m

$150

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 3/1

7:30 am-9:15 am

Nonstop1h 45m

Chicago Midway

Mon 3/3

9:15 pm-10:40 pm

Nonstop1h 25m

$152

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 2/22

4:05 pm-5:43 pm

Nonstop1h 38m

Chicago Midway

Mon 2/24

1:26 pm-3:05 pm

Nonstop1h 39m

$176

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 2/12

10:00 am-11:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 2/22

11:35 am-1:11 pm

Nonstop1h 36m

$176

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 5/16

2:17 pm-3:57 pm

2 stops25h 40m

Chicago O'Hare Intl

Mon 5/19

6:15 am-1:17 pm

1 stop7h 02m

$203

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 2/12

6:00 pm-7:41 pm

Nonstop1h 41m

Chicago O'Hare Intl

Sat 2/15

12:20 pm-1:55 pm

Nonstop1h 35m

$215

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 2/14

6:00 am-7:39 am

Nonstop1h 39m

Chicago O'Hare Intl

Sun 2/16

9:46 pm-11:17 pm

Nonstop1h 31m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 28 results
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2
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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.

Travel insights for flights from Saint Paul to Chicago

Get recent, data-driven insights about flights from Saint Paul to Chicago including ideal travel times, pricing trends, and more.

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 17, 2025.

Booking 88 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 $320). 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 January 21, 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 January 21, 2025.

Travelers seeking maximum savings on their Saint Paul to Chicago flight should consider departing on Wednesday 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 January 21, 2025.

The most flights from SA1 to CHI are scheduled on a Monday (97 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 January 21, 2025.
Read through reviews of airlines operating flights from Saint Paul to Chicago, such as American Airlines, Spirit Airlines and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Overall

8.1

Food

7.2

Crew

8.7

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Southwest, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Delta and American Airlines, 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 Endeavor Airlines (100%), Cathay Pacific (96%) or Avianca (89%) 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 $1,029, our data shows the cheapest flight currently is $109. When looking at the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl), you can expect to pay $116 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 $320). 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Saint Paul to Chicago

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$58Average$147FlexibilityNo cancel feeOn-time83%
DeltaCheapest$71Average$321FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$93Average$221FlexibilityNo cancel feeOn-time63%
FrontierCheapest$93Average$208FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$97Average$199FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$97Average$349FlexibilityNo cancel feeOn-time71%
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