Chicago, IL — Modern airport terminal interior
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7-day trip — the classic

Best Park-Sleep-Fly Hotels at MDW for a 7-Day Trip

A week-long trip is the canonical use case for park-sleep-fly. At Chicago Midway International (MDW)'s economy lot, 7 days of parking alone runs into three digits. A nearby hotel that includes parking for the duration becomes competitive — and you get a hotel night out of it.

Hotel-and-parking bundle starts winning more often at 7 days, especially at airports with $15+ daily economy rates.

Search MDW for 7 days

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Other MDW trip lengths:3 days5 days10 days14 days

What to weigh for a 7-day trip at MDW

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MDW area hotels

Hotels near MDW Airport

Examples of airport-area hotels. Live rates, availability, and amenity details are shown on the booking partner's site.

Hilton Garden Inn MDW — Modern hotel exterior at duskAirport-area Hotel

Hilton Garden Inn MDW

Bridgeview area

Free ParkingFree ShuttleFree Breakfast

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Hampton Inn & Suites MDW — Modern hotel exterior at duskAirport-area Hotel

Hampton Inn & Suites MDW

Bedford Park area

Free ParkingFree Shuttle

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Marriott MDW — Modern hotel exterior at duskAirport-area Hotel

Marriott MDW

Burbank area

Free ParkingFree ShuttleFree Breakfast

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Holiday Inn Express MDW — Modern hotel exterior at duskAirport-area Hotel

Holiday Inn Express MDW

Bridgeview area

Free ParkingFree Shuttle

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Hyatt Place MDW — Modern hotel exterior at duskAirport-area Hotel

Hyatt Place MDW

Bedford Park area

Free ParkingFree ShuttleFree Breakfast

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Best Western Plus MDW — Modern hotel exterior at duskAirport-area Hotel

Best Western Plus MDW

Burbank area

Free ParkingFree Shuttle

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MDW 7-day trip FAQ

It depends on three numbers: the airport's daily economy lot rate, the nightly hotel rate near MDW, and how you value a pre-flight overnight stay. For a 7-day trip, multiply the airport's daily rate by 7 to get your parking baseline, then compare against bundle pricing on our booking partner's site.

Confirm three things on each listing: parking is included for the full 7-day duration (not just stay nights), shuttle hours cover your flight times, and the cancellation terms match your trip's flexibility. These vary by property even at the same brand.

Two to four weeks ahead generally surfaces better rates than last-minute booking. Hotel rates near major airports trend upward as the date approaches, particularly on Friday/Sunday departure days.

Shuttle hours vary widely. Many airport hotels run shuttles 24/7 or starting at 4am, but some don't. Always check the specific hotel's listing for shuttle hours that match your departure time before booking.

Cancellation terms are set by each hotel and shown on the booking page before you confirm. Refundable rates cost slightly more but typically pay for themselves the first time plans shift.

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