Chicago, IL — Modern airport terminal interior
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3-day trip

Best Park-Sleep-Fly Hotels at MDW for a 3-Day Trip

Three-day trips are where a hotel-and-parking bundle has to work hardest to beat the airport's own long-term lot at Chicago Midway International. With only 2-3 days of parking to amortize, the hotel night has to be cheap relative to MDW's economy lot rate for the math to favor a bundle.

Short trip → on-airport long-term lot usually wins on pure cost. The hotel bundle becomes worth considering if you'd want an overnight before an early flight regardless.

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Other MDW trip lengths:5 days7 days10 days14 days

What to weigh for a 3-day trip at MDW

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What 3 days of parking at MDW costs

Estimated from typical MDW rates — live prices are shown on our booking partner's site.

OptionPer day3 days
Park, Sleep & Fly packageone hotel night, parking bundled for the trip—from $85
Off-airport economy parking$16$48
Airport garage$32$96

Save about $48 on a 3-day trip vs the MDW airport garage

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 — Modern hotel exterior at duskAirport-area Brand

Hilton Garden Inn

Bridgeview area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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

Hampton Inn & Suites

Bedford Park area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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Marriott — Modern hotel exterior at duskAirport-area Brand

Marriott

Burbank area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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Holiday Inn Express — Modern hotel exterior at duskAirport-area Brand

Holiday Inn Express

Bridgeview area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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Hyatt Place — Modern hotel exterior at duskAirport-area Brand

Hyatt Place

Bedford Park area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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Best Western Plus — Modern hotel exterior at duskAirport-area Brand

Best Western Plus

Burbank area

Free ParkingFree Shuttle

Representative airport-area brand — check live rates, real guest reviews, and parking inclusion on our booking partner's site.

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MDW 3-day trip FAQ

At MDW, the airport garage runs about $32/day (≈$96 for 3 days) and off-airport economy parking about $16/day (≈$48). A park-sleep-fly package starts around $85 for one hotel night with parking bundled for the trip — so for 3 days it can save roughly $48 versus the garage. These are typical rates; confirm live pricing on our booking partner's site.

Confirm three things on each listing: parking is included for the full 3-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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