United States Β· 348 miles (560 km)

Minneapolis (MSP) to Chicago (MDW) flights

Virgin Atlantic Flying Club logo
7,500 milesCheapest economy award, one way, with Virgin Atlantic Flying Club

An economy award from Minneapolis (MSP) to Chicago (MDW) starts at 7,500 miles one way with Virgin Atlantic Flying Club on Delta Air Lines, plus taxes and fees from $5.60. 2 airlines fly nonstop from Minneapolis (MSP) to Chicago (MDW): Delta Air Lines and Southwest Airlines. The two airports are 348 miles (560 km) apart. Delta Air Lines is in SkyTeam. There are also 18 ways to fly it with one stop, through Milwaukee, Des Moines and Grand Rapids and more.

How many miles MSP to MDW costs

Economy, one way, on the nonstop flights, from the Award Flight Pricer's award charts. Ranges run off-peak to peak; "from" is the floor of a dynamic price.

ProgramEconomyTaxes and fees
Virgin Atlantic Flying ClubOn Delta Air Lines7,500$5.60
SAS EuroBonusOn Delta Air Lines15,000$56–112

Business and first class prices are in the Award Flight Pricer. Chart prices need award space on your date, so search it before you transfer points.

Compare every program in the Award Flight Pricer

Airlines flying nonstop from MSP to MDW

Book MSP to MDW with points

Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.

MSP to MDW with one stop

18 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.

  • Via Milwaukee (MKE)Delta Air Lines and Sun Country Airlines, then Southwest Airlines
    Delta Air Lines logo
    Sun Country Airlines logo
    Southwest Airlines logo
  • Via Des Moines (DSM)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Grand Rapids (GRR)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Indianapolis (IND)Delta Air Lines and Sun Country Airlines, then Southwest Airlines
    Delta Air Lines logo
    Sun Country Airlines logo
    Southwest Airlines logo
  • Via Saint Louis (STL)Southwest Airlines the whole way
    Delta Air Lines logo
    Southwest Airlines logo
    Southwest Airlines logo
  • Via Omaha (OMA)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Detroit (DTW)Delta Air Lines the whole way
    Delta Air Lines logo
    Sun Country Airlines logo
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Kansas City (MCI)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Cincinnati (CVG)Delta Air Lines and Sun Country Airlines, then Southwest Airlines
    Delta Air Lines logo
    Sun Country Airlines logo
    Southwest Airlines logo
  • Via Louisville (SDF)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Columbus (CMH)Delta Air Lines and Sun Country Airlines, then Southwest Airlines
    Delta Air Lines logo
    Sun Country Airlines logo
    Southwest Airlines logo
  • Via Cleveland (CLE)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Nashville (BNA)Southwest Airlines the whole way
    Delta Air Lines logo
    Southwest Airlines logo
    Sun Country Airlines logo
    Southwest Airlines logo
  • Via Pittsburgh (PIT)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
  • Via Wichita (ICT)Delta Air Lines, then Southwest Airlines
    Delta Air Lines logo
    Southwest Airlines logo
See all 18 in Routes

MSP to MDW: common questions

How many miles does MSP to MDW cost?

In economy it starts at 7,500 miles one way with Virgin Atlantic Flying Club on Delta Air Lines, plus taxes and fees from $5.60. Next cheapest: SAS EuroBonus (15,000). These are award chart prices from the Award Flight Pricer. Programs that price dynamically can cost more on busy dates, so check yours before you transfer points. Business and first class prices are in the pricer too.

Which airlines fly nonstop from MSP to MDW?

Delta Air Lines (SkyTeam) and Southwest Airlines fly nonstop from Minneapolis (MSP) to Chicago (MDW).

How far is Minneapolis from Chicago by plane?

Minneapolis (MSP) and Chicago (MDW) are 348 miles (560 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.

Which points programs can book MSP to MDW award flights?

8 programs can book at least one of the nonstop airlines: Aeromexico Rewards, Air France-KLM Flying Blue, China Eastern Eastern Miles, Delta SkyMiles, Garuda Indonesia GarudaMiles, Korean Air SKYPASS, SAS EuroBonus and Virgin Atlantic Flying Club. Which flights each can book depends on its partners, so check the airline before you transfer points.

Where can I connect between Minneapolis and Chicago?

The most direct connections are through Milwaukee (MKE), Des Moines (DSM), Grand Rapids (GRR), Indianapolis (IND) and Saint Louis (STL). On 4 of them the same airline flies both flights, for example Southwest Airlines through Saint Louis.

More routes

Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.