Cheap Vacations in Pilsen

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Pilsen vacations

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was $282, price is now $204 per person
$204
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $796, price is now $535 per person
$535
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $427, price is now $288 per person
$288
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $349, price is now $237 per person
$237
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $376, price is now $266 per person
$266
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Save 100% on your flight
Price was $704, price is now $503 per person
$503
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $533, price is now $388 per person
$388
per person
Jan 15 - Jan 18
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $711, price is now $519 per person
$519
per person
Jan 27 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $591, price is now $438 per person
$438
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Price was $325, price is now $242 per person
$242
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

3-night Pilsen vacations

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Price was $282, price is now $204 per person
$204
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $796, price is now $535 per person
$535
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
Price was $427, price is now $288 per person
$288
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Save 100% on your flight
Price was $349, price is now $237 per person
$237
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Save 100% on your flight
Price was $376, price is now $266 per person
$266
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hilton Rosemont Chicago O'Hare

Hilton Rosemont Chicago O'Hare

3.5 out of 5
Save 100% on your flight
Price was $704, price is now $503 per person
$503
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $533, price is now $388 per person
$388
per person
Jan 15 - Jan 18
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
Price was $382, price is now $279 per person
$279
per person
Jan 22 - Jan 25
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $591, price is now $438 per person
$438
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Price was $325, price is now $242 per person
$242
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Price was $304, price is now $229 per person
$229
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was $380, price is now $286 per person
$286
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Chicago (ORD)

4-night Pilsen vacations

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Portage I-94

OYO Hotel Portage I-94

2 out of 5
Price was $314, price is now $220 per person
$220
per person
Jan 22 - Jan 26
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $487, price is now $331 per person
$331
per person
Jan 22 - Jan 26
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
Price was $673, price is now $475 per person
$475
per person
Jan 22 - Jan 26
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was $632, price is now $454 per person
$454
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Price was $592, price is now $426 per person
$426
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Price was $513, price is now $372 per person
$372
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $513, price is now $373 per person
$373
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
Price was $1,152, price is now $838 per person
$838
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Price was $518, price is now $389 per person
$389
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $492, price is now $371 per person
$371
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Price was $564, price is now $427 per person
$427
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Price was $595, price is now $452 per person
$452
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

5-night Pilsen vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
Price was $554, price is now $325 per person
$325
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $956, price is now $558 per person
$558
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
Price was $753, price is now $458 per person
$458
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $674, price is now $412 per person
$412
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Save 100% on your flight
Price was $673, price is now $412 per person
$412
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $753, price is now $463 per person
$463
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Save 100% on your flight
Price was $702, price is now $438 per person
$438
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Save 100% on your flight
Price was $665, price is now $430 per person
$430
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Save 100% on your flight
Price was $1,322, price is now $873 per person
$873
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
Price was $598, price is now $406 per person
$406
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
Price was $641, price is now $436 per person
$436
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Hilton Chicago

Hilton Chicago

4 out of 5
Save 100% on your flight
Price was $657, price is now $449 per person
$449
per person
Jan 15 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)

6-7 night Pilsen vacations

Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago

Grand Royal Hotel O'Hare - Chicago

3.5 out of 5
Price was $644, price is now $485 per person
$485
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
Save 100% on your flight
Price was $1,510, price is now $996 per person
$996
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was $857, price is now $601 per person
$601
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
Price was $2,023, price is now $1,426 per person
$1,426
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Price was $1,003, price is now $707 per person
$707
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
Price was $707, price is now $521 per person
$521
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4 out of 5
Price was $840, price is now $627 per person
$627
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
Price was $816, price is now $611 per person
$611
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
Price was $694, price is now $522 per person
$522
per person
Jan 21 - Jan 28
found 21 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was $801, price is now $603 per person
$603
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Save 100% on your flight
Price was $1,203, price is now $918 per person
$918
per person
Jan 21 - Jan 28
found 21 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Chicago (ORD)
DoubleTree by Hilton Chicago - Oak Brook

DoubleTree by Hilton Chicago - Oak Brook

4 out of 5
Price was $746, price is now $572 per person
$572
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)

Flight deals to Pilsen

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jan 19 - Sat, Jan 24
LAX
Los Angeles
ORD
Chicago
$108 Roundtrip, found 17 hours ago
$108
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Mon, Jan 19 from Los Angeles to Chicago, returning Sat, Jan 24, priced at $108 found 17 hours ago
Wed, Jun 3 - Tue, Jun 9
LAX
Los Angeles
ORD
Chicago
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jun 3 from Los Angeles to Chicago, returning Tue, Jun 9, priced at $188 found 2 days ago
Mon, Jan 12 - Thu, Jan 15
LAX
Los Angeles
MDW
Chicago
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Los Angeles to Chicago, returning Thu, Jan 15, priced at $197 found 2 days ago

Top rated hotels for your Pilsen vacation

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
3.49 mi from Pilsen
$81 nightly
The price is $95 total per night
$95 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at Hilton Chicago/Magnificent Mile Suites, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake Michigan.
Pet friendly
Free WiFi
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.34 mi from Pilsen
$127 nightly
The price is $149 total per night
$149 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown is in the heart of Chicago, within a 5-minute walk of Millennium Park and CIBC Theatre.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.69 mi from Pilsen
$88 nightly
The price is $103 total per night
$103 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at Club Quarters Hotel Wacker at Michigan, Chicago, you'll be centrally located in Chicago, steps from Chicago Riverwalk and 5 minutes by foot from Michigan Avenue.
Pet friendly
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.