To Chicago

Cheap Flights from Minneapolis to Chicago

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Minneapolis

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Minneapolis to Chicago

Explore current cheapest deals departing from Minneapolis to Chicago

Round trip

Sort by: Cheapest

July 7 - July 14

Cheapest

Best

Earliest

MSP - Chicago

$167

$109

Round trip

July 22 - July 29

Cheapest

MSP - Chicago

$161

$109

Round trip

July 15 - July 21

Cheapest

Best

MSP - Chicago

$166

$109

Round trip

July 15 - July 22

Cheapest

Best

MSP - Chicago

$166

$109

Round trip

July 14 - July 21

Cheapest

Best

MSP - Chicago

$159

$109

Round trip

July 21 - July 28

Cheapest

MSP - Chicago

$162

$109

Round trip

July 7 - July 15

Cheapest

Best

Earliest

MSP - Chicago

$163

$109

Round trip

July 21 - July 22

Cheapest

Best

MSP - Chicago

$167

$109

Round trip

August 19 - August 26

Cheapest

MSP - Chicago

$147

$109

Round trip

September 15 - September 22

Cheapest

MSP - Chicago

$141

$109

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Minneapolis to Chicago

For travelers seeking cheap flights from Minneapolis to Chicago, a meaningful share of itineraries are non-stop, with 40.4% of recent fares being direct. The remaining itineraries typically include 2 connections. New deals appear almost daily for this route, offering frequent opportunities to find favorable prices.

When considering the cheapest time to fly from Minneapolis to Chicago, December stands out as the most affordable month, with a median fare of just $69. Following December, April offers a median fare of $222, and November presents a median of $295, making these months generally more budget-friendly for your travel.

A typical journey from Minneapolis to Chicago takes approximately 13h 6m, including connections. This duration accounts for both direct and connecting flights, providing an overall median travel time for the route.

Fares for flights from Minneapolis to Chicago typically range from $223–$650, with a median of $383. Right now, current fares are significantly above the typical level. Only 6% of recent fares were classified as a good price, indicating that finding lower prices may require some flexibility or advance planning.

How much is a round trip from Minneapolis to Chicago

Regular price: $132 - $265

Prices for flights from Minneapolis to Chicago are currently below the regular range.

The regular price range for flights from Minneapolis to Chicago is typically between $132 and $265. The current lowest deal is $109 with Southwest Airlines for travel from Jul 7-Jul 14.

now $109

Low $132

High $265

The cheapest time to fly from Minneapolis to Chicago

The cheapest month to fly from Minneapolis to Chicago is December, with a median price of $69. The most expensive month is February, with a median price of $1827. Prices are generally lower from January to December.

December

Cheapest

Flights from $69

February

Most Expensive

Flights from $1,827

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Minneapolis to Chicago

Southwest Airlines

United Airlines

Last-minute flights going from Minneapolis to Chicago

Sat, Jun 20

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (MDW)

Frontier Airlines

$404

$307

One-way

Tue, Jun 30

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (MDW)

$166

$127

One-way

Tue, Jun 30

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (MDW)

$179

$137

One-way

Tue, Jun 30

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (MDW)

$180

$137

One-way

Tue, Jun 30

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (MDW)

$180

$137

One-way

Wed, Jul 1

⌛ Last-Minute

MSP - Chicago

Minneapolis (MSP) - Chicago (ORD)

United Airlines

$165

$123

One-way

Biggest price drops on these dates for flights from Minneapolis to Chicago

2 nights

Jun 20 - Jun 22

$404 → $307

24%

2 nights

Aug 11 - Aug 13

$277 → $189

32%

4 nights

Jul 17 - Jul 21

$281 → $202

28%

5 nights

Oct 16 - Oct 21

$273 → $195

29%

Popular Airports to fly from Minneapolis to Chicago

Minneapolis - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Minneapolis to Chicago are above the typical level at $109.

📅 Best time to fly

December is historically the cheapest month to fly

Historically, December is the cheapest month to fly from Minneapolis to Chicago, with a median price of $69.

⏱️ Flight duration

Median flight time is 13h 6m

The median flight time from Minneapolis to Chicago is 13 hours 6 minutes.

✈️ Airlines & availability

Deals are frequent on this route

Deals for flights from Minneapolis to Chicago are frequent, with over 1 deal per day.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines offers direct flights from Minneapolis to Chicago.

🎯 Booking tip

Consider booking in December for the best prices

Historically, December offers the lowest median prices at $69. Consider booking then for the best deals.

Minneapolis main airports to depart from

Minneapolis–Saint Paul International (MSP)

Cheapest

Minneapolis–Saint Paul International Airport is a great choice for flights from Minneapolis to Chicago.

📍 ~12 km from Minneapolis city center (reachable by car or train)

💸 Flights from ~$109

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival airport for flights from Minneapolis to Chicago.

📍 ~15 km from Chicago city center (reachable by car)

💸 Flights from ~$109

Chicago Rockford International (RFD)

Chicago Rockford International offers another arrival option for your trip to Chicago from Minneapolis.

📍 ~120 km from Chicago city center (reachable by car)

💸 Flights from ~$319

O Hare International (ORD)

O Hare International is a major arrival airport for travelers flying from Minneapolis to Chicago.

📍 ~25 km from Chicago city center (reachable by car)

💸 Flights from ~$109

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options.

📍 ~135 km from destination city (reachable by car, train)

💸 Flights from ~$196

South Bend International (SBN)

South Bend International is geographically the closest alternative to the Chicago area with direct rail links.

📍 ~135 km from destination city (reachable by car, train)

💸 Flights from ~$339

Gerald R. Ford International (GRR)

Cheapest

Gerald R. Ford International is a major regional hub, good for travelers on the eastern side of Chicago.

📍 ~235 km from destination city (reachable by car)

💸 Flights from ~$137

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport, less congested than Chicago or Milwaukee airports.

📍 ~200 km from destination city (reachable by car)

💸 Flights from ~$245

Fort Wayne International (FWA)

Fort Wayne International offers stable regional service, an alternative for southeastern Chicago suburbs.

📍 ~240 km from destination city (reachable by car)

💸 Flights from ~$299

Business & First Class Flight Deals to Chicago

45% AI deal score

$1,651

From MSP

Elite

Aug 05

Chicago, United States

45% AI deal score

$1,669

$1,652

Save $17

From MSP

Elite

Aug 06

Chicago, United States

45% AI deal score

$1,672

$1,652

Save $20

From MSP

Elite

Jul 21

Chicago, United States

45% AI deal score

$1,804

$1,762

Save $42

From MSP

Elite

Jul 21

Chicago, United States

45% AI deal score

$1,797

From MSP

Elite

Jun 26

Chicago, United States

45% AI deal score

$607

$545

Save $62

From MSP

Elite

Jul 21

Chicago, United States

44% AI deal score

$1,751

From MSP

Elite

Jul 23

Chicago, United States

44% AI deal score

$1,807

From MSP

Elite

Oct 08

Chicago, United States

44% AI deal score

$1,305

$1,157

Save $148

From MSP

Elite

Nov 02

Chicago, United States

43% AI deal score

$1,581

From MSP

Elite

Jul 21

Chicago, United States

43% AI deal score

$1,751

From MSP

Elite

Jul 21

Chicago, United States

43% AI deal score

$1,762

From MSP

Chicago, United States

33% AI deal score

$884

From MSP

Elite

Jul 14

Chicago, United States

32% AI deal score

$712

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Minneapolis to Chicago is typically 14-27 days before departure. During this period, the average price for a flight is around $329. Booking within 0-6 days of departure sees the average price increase to approximately $435, while booking 7-13 days out results in an average price of $348. Prices tend to be higher for bookings made 28 days or more in advance, with an average of $588 for flights booked 28-59 days out and $513 for those booked 60+ days in advance.

Based on historical data across the trailing quarter, a good price for a flight from Minneapolis to Chicago is considered to be $223 or less. The median price for this route over the same period was $383. Prices can vary, with 75% of flights historically costing $650 or less. This threshold helps travelers identify competitive fares for their journey.

Historically, December is the cheapest month to fly from Minneapolis to Chicago, with a median price of $69. April is also a more affordable option, showing a median price of $222. November typically presents a median price of $295. The annual median price for this route is $383, indicating that certain months offer significant savings compared to the yearly average.

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