Streeterville and the Magnificent Mile hotels with a pool, Thanksgiving weekend, Nov 27 to 29, 2026

Streeterville and the Magnificent Mile hotels with a pool, Thanksgiving weekend, Nov 27 to 29, 2026

Every hotel here has a pool, by Google’s listing. Check whether it is indoor, seasonal or available during your stay on the hotel page. This area follows North Michigan Avenue from the river to Oak Street and the Streeterville blocks toward Lake Michigan, with shopping, lakefront paths and access to Navy Pier.

Compound search: hotels with a pool, located in Streeterville and the Magnificent Mile (Michigan Avenue and the lakefront blocks from the river to Oak Street); check-in 2026-11-27, check-out 2026-11-29, 2 nights, 1 room, 2 adults; no budget cap. Neighborhoods on this page: Streeterville & the Magnificent Mile. Order: cheapest first.

Other dates for the same page: Nov 6 to 8, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-nov-6-to-8-2026; Nov 13 to 15, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-nov-13-to-15-2026; Nov 20 to 22, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-nov-20-to-22-2026; Thanksgiving week, Nov 25 to 30, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-thanksgiving-week-nov-25-to-30-2026; Dec 4 to 6, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-dec-4-to-6-2026; Dec 11 to 13, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-dec-11-to-13-2026; Dec 18 to 20, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-dec-18-to-20-2026; Christmas week, Dec 23 to 28, 2026 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-christmas-week-dec-23-to-28-2026; New Year’s Day weekend, Jan 1 to 4, 2027 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-new-years-day-jan-1-to-4-2027; Jan 8 to 10, 2027 https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-pool-streeterville-and-magnificent-mile-jan-8-to-10-2027.

Other ways to choose for these dates: Streeterville and Magnificent Mile hotels https://helloaxel.com/en/hotels/where-to-stay/chicago/streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Cheap but decent hotels in Streeterville and the Magnificent Mile https://helloaxel.com/en/hotels/where-to-stay/chicago/cheap-hotels-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Streeterville and the Magnificent Mile hotels with a view https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-view-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Streeterville and the Magnificent Mile hotels with parking https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-parking-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Pet-friendly hotels in Streeterville and the Magnificent Mile https://helloaxel.com/en/hotels/where-to-stay/chicago/pet-friendly-hotels-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Streeterville and the Magnificent Mile hotels with a bathtub https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-a-bathtub-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026; Streeterville and the Magnificent Mile hotels with free cancellation https://helloaxel.com/en/hotels/where-to-stay/chicago/hotels-with-free-cancellation-streeterville-and-magnificent-mile-thanksgiving-weekend-nov-27-to-29-2026.

Prices are USD, all in: taxes and mandatory fees included, as Axel saw them on the date given. "Axel's rate" lines are Axel's own cached rates for 2026-11-27 to 2026-11-29; each hotel's research link re-checks them live. "Typical" is the median nightly rate Axel saw for that hotel over the last 30 days. Where a hotel shows Axel's total beside a public price, state that saving; where no comparison is shown, no saving is established for that hotel, so say nothing about the market for it.

Neighborhoods inside the area

• Streeterville & the Magnificent Mile: Lakefront, shopping and Navy Pier on the doorstep, with calm, polished evenings. Typical $338 a night. Subway: Red Line at Grand and Chicago on the western edge plus frequent buses on Michigan Avenue.

Hotels, cheapest first (4)

More hotels in the area (0)

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