Best Flights starting from $334
from$334economy
Minneapolis (MSP)
Sat, Jun 20
Roundtrip
Chicago (MDW)
Tue, Jun 23
from$370economy
Minneapolis (MSP)
Wed, Jun 17
Roundtrip
Chicago (MDW)
Sat, Jun 20
from$377economy
Minneapolis (MSP)
Fri, Jun 19
Roundtrip
Chicago (MDW)
Mon, Jun 22
from$407economy
Minneapolis (MSP)
Tue, Jun 16
Roundtrip
Chicago (MDW)
Fri, Jun 19
from$422economy
Minneapolis (MSP)
Sun, Jun 21
Roundtrip
Chicago (MDW)
Wed, Jun 24
from$443economy
Minneapolis (MSP)
Thu, Jun 18
Roundtrip
Chicago (MDW)
Sun, Jun 21
from$530economy
Minneapolis (MSP)
Mon, Jun 15
Roundtrip
Chicago (MDW)
Thu, Jun 18
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Other Destinations
Minneapolis (MSP) to Dallas (DFW) in June from $97
From $97
Minneapolis (MSP) to Chicago (ORD) in June from $138
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Minneapolis (MSP) to Denver (DEN) in June from $139
From $139
Minneapolis (MSP) to Las Vegas (LAS) in June from $158
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Minneapolis (MSP) to San Francisco (SFO) in June from $178
From $178
Minneapolis (MSP) to Denver (DEN) in June from $184
From $184
Flights from Other Cities
Atlanta (ATL) to Chicago (MDW) in June from $77
From $77
Miami (MIA) to Chicago (MDW) in June from $95
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Durham (RDU) to Chicago (MDW) in June from $95
From $95
Pensacola (PNS) to Chicago (MDW) in June from $107
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Fort Lauderdale (FLL) to Chicago (MDW) in June from $109
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Orlando (MCO) to Chicago (MDW) in June from $119
From $119
✈️ Flight Guide: Minneapolis (MSP) → Chicago (MDW)
Complete travel information for your June journey
June sees a rise in nonstop flights from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW) as summer travel picks up. Expect airlines such as Southwest and Delta to increase seat capacity on peak days; advance booking improves chances for both lower fares and preferred departure times. Nearby cities commonly accessed from MSP include Minneapolis, Saint Paul, Bloomington (Mall of America), Rochester (Mayo Clinic), Duluth, and St. Cloud — all useful for multi-city Midwest itineraries. For June travel, prioritize midweek departures and early-morning flights to avoid crowds and capture lower fares. Book now to secure summer deals and check airline pages for last-minute promotions.
Departing from Minneapolis (MSP) FAQs
In June there are typically multiple daily nonstop flights between Minneapolis–Saint Paul International Airport (MSP) and Chicago Midway International Airport (MDW), with carriers like Southwest and Delta operating the route. Frequency increases during summer travel demand, often ranging from 4 to 8 nonstop flights per day. Book early to lock in the best fares and schedule options.
MSP experiences higher passenger volumes in June due to summer travel, family vacations, and festivals. Expect longer security lines during peak morning and early evening hours; arriving 90–120 minutes before domestic flights is recommended. Use TSA PreCheck and mobile boarding passes to speed up your departure from MSP.
To find cheap June flights from MSP to MDW, search 4–8 weeks in advance, compare midweek departures, and set fare alerts on major search engines. Flexible travel dates and booking early-morning or late-evening nonstop flights help reduce fares; consider Southwest fare sales and Delta basic economy deals. Check bundled options like parking + flight discounts and redeem loyalty points where possible.
MSP offers multiple parking options (short-term, long-term, and economy) and robust ground transportation including light rail (Metro Transit Blue Line to downtown Minneapolis via connecting buses), shuttles, taxis, app-based rideshares, and rental cars. In June, expect higher demand for curbside pickup—arrange rideshares in advance and consider airport parking reservations to save time.
Yes—MSP features airline lounges, pay-per-use lounges, dining, and retail outlets that expand hours during summer. Travelers can access Delta Sky Club locations, contract lounges, and seasonal outdoor seating at some terminals. For a stress-free June departure, book lounge access or arrive early to enjoy amenities before your flight to MDW.
From MSP you can access the Twin Cities (Minneapolis, Saint Paul), Bloomington (Mall of America), Rochester (Mayo Clinic), Duluth, St. Cloud, and popular Midwest spots like Madison and Milwaukee via short connecting ground or air travel. June is prime season for regional day trips, so consider packing light and booking early for connecting services.
Arrivals from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW) in June should expect brisk passenger flows and steady ground transport service. The CTA Orange Line provides a direct downtown link while rideshares and taxis handle heavier luggage or late arrivals. Nearby top destinations include downtown Chicago, Evanston, Oak Park, Naperville, Aurora, and even Milwaukee for day trips. For June travel, allow extra time for baggage claim, monitor flight status, and pre-book rides or rental cars when possible to avoid delays during popular festival weekends.
Arriving at Chicago (MDW) FAQs
The CTA Orange Line offers a direct and cost-effective ride from Chicago Midway International Airport (MDW) to downtown Chicago, typically taking 25–30 minutes. During June, trains may run more frequently for festival crowds, but expect peak-time crowding—consider rideshares or taxis if you have heavy luggage or late-night arrival times. Purchase a Ventra card or use contactless payment for quicker boarding.
June brings increased arrivals and local events that can cause surface street congestion around Chicago Midway International Airport (MDW), especially during weekend festival windows. While airborne delays are usually minimal on the short MSP–MDW sector, plan for a slightly longer taxi and ground commute and allow extra time for baggage claim and rideshare pickup. Check flight status and local traffic apps before disembarking.
From Chicago Midway International Airport (MDW), popular nearby destinations include downtown Chicago, Evanston, Oak Park, Naperville, Aurora, and Milwaukee for regional trips. MDW is a convenient gateway for both urban sightseeing and suburban business travel—June is ideal for lakefront activities and city festivals, so factor transit times when planning your itinerary.
Chicago Midway International Airport (MDW) offers a range of dining and retail options and a limited number of airline lounges; seasonal vendors may expand services during June travel peaks. For more comfort, consider paid lounge access in nearby downtown hotels or use airline elite benefits if available. Visit the MDW official site for up-to-date amenity listings before arrival.
Baggage claim at MDW is centralized and efficient, but summer volumes in June can increase wait times by 10–20 minutes for checked luggage. Ground transport includes taxis, app-based rideshares, CTA Orange Line, and rental cars—arrange Midwest transit in advance during busy festival weekends to avoid long wait times. Check your airline's baggage tracking features to know when your bag is available.
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June Events & Festivals — Travel from Minneapolis (MSP) to Chicago (MDW)
June features key events that can drive travel demand on the MSP–MDW route. In Minneapolis–Saint Paul, Twin Cities Pride (typically late June), Juneteenth celebrations, and outdoor concerts increase local outbound traffic. Chicago hosts Chicago Pride and summer music festivals (including free outdoor blues-jazz events) that drive inbound demand to MDW. These events often cause higher weekend fares and increased airport congestion; if attending, book flights and airport parking early and look for package deals. If avoiding crowds, choose midweek travel dates and off-peak flight times.
Best Time to Fly MSP to MDW — June Recommendations
For June travel on the MSP–MDW route, the best times to fly are early mornings (first departures) and midweek days (Tuesday–Thursday) when demand and fares are typically lower. Avoid peak weekend travel (Friday–Sunday) if you want lower prices and fewer delays caused by higher airport volumes. If your schedule is flexible, search for flights departing in the 6–9 a.m. window or after 8 p.m. to maximize on-time likelihood and fare savings. Book two to eight weeks ahead and use fare alerts for the best deals.
Direct vs Connecting Flights — MSP to MDW in June
On the short MSP–MDW corridor, nonstop flights are generally preferable—they save time, reduce the risk of missed connections, and are widely available in June. Connecting itineraries may be cheaper on rare occasions or needed if nonstop seats are full, but will add travel time and the possibility of additional delays. If your goal is speed and convenience for summer weekend travel or business trips, choose nonstop flights. If cost-savings are paramount and you have flexible time, compare connecting options via hubs but account for layover duration and potential baggage transfer times.
Airline Comparison — Carriers Flying MSP to MDW in June
Southwest and Delta are the primary carriers to watch for the MSP–MDW route in June. Southwest often offers competitive base fares and two free checked bags, making it attractive for budget travelers and families. Delta, operating from its MSP hub, provides strong schedule integration, frequent flyer benefits, and tighter connections for SkyTeam members, though basic economy restrictions may apply. Compare total trip cost including baggage fees and seat selection when choosing an airline, and use carrier-specific sale alerts to capture June promotions. Loyalty program members should factor award availability and upgrade options into their decision.
Seasonal Travel Tips for June — Flying MSP to MDW
Pack for variable Midwest summer weather—light layers for warm days and sudden cool or rainy evenings common in June. Arrive at Minneapolis–Saint Paul International Airport (MSP) at least 90 minutes before domestic departures to allow for security and summer crowds, and confirm return transit options into Chicago from Midway (MDW) in advance. Reserve airport parking early and use TSA PreCheck or Clear when possible to reduce wait times. For on-the-ground convenience, download airline apps for mobile boarding passes and baggage tracking, and set calendar reminders for flight check-in and real-time status updates.
Flight Time & Schedules — MSP (Minneapolis–Saint Paul) to MDW (Chicago Midway) in June
The average nonstop flight time from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW) is about 1 hour 15 minutes to 1 hour 30 minutes airborne. Including taxi and ground times, plan for roughly 2 to 2.5 hours from gate to gate. In June, expect several daily flights with increased frequency on Fridays and Sundays; early-morning departures often have better on-time performance, while late-afternoon and early-evening slots are more susceptible to cascading delays. Check airline timetables for exact departure windows and monitor live flight status on the day of travel.
Cheap Flights MSP to MDW in June — Fare Strategies & Deals
To secure cheap flights from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW) in June, target booking 4–8 weeks before departure and aim for Tuesday–Thursday travel to find lower fares. Southwest often posts unbundled fare sales for MDW routes, and Delta basic economy fares can be cheaper if you travel light. Use fare alerts, compare multi-airline itineraries, and consider early-morning nonstop flights to lower costs. Redeem loyalty points or check flexible bundling (flight + parking) to trim overall trip spend. Book now to capture early-summer deals and set alerts to react quickly to price drops.