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Chicago Hotels:

Finding a Second Home in America’s Second City

When visiting Chicago, Illinois, consider the Hotel Indigo located in the North Dearborn area. It has more than 165 rooms, including a number of well-appointed suites to choose from. Strategically positioned in one of the most historical and oldest places in Chicago, the Indigo is located near downtown and famous attractions such as the Magnificent Mile and Oak Street’s boutiques. This is a great place to go for a long stroll during the afternoon, indulge in some personal-enrichment shopping in the stores, or hang out at one of the beaches off breezy Lake Michigan.

If you want to stay at a historic place and get that Old Chicago feeling, then the Whitehall Hotel located in East Delaware Place is a great choice. This property was originally constructed in 1927 and is truly a world-class multistory building. The hotel is as beautiful from the inside as it is from the outside. Believe it or not, Whitehall even offers some great discounts to travelers.

Now if you are a nonsmoker, you might want to check out a smokeless hotel named Best Western Des Plaines Inn. This spot attracts budget conscious travelers as well as people who do not want to be around smoke. Another good thing about the hotel is that it is located very close to O’Hare International Airport. That makes it convenient for stopovers in Chicago. When you check in, you get a complimentary breakfast besides the great location. All of this can be obtained without depleting your bank account.

Business travelers will especially be interested in the Chicago O’Hare Garden Hotel, which has great rooms generously furnished with spacious desks and equipped with WI-FI hotspots. This is also one of the closest hotels to O’Hare. In fact, it was built to specifically accommodate the businesspeople who travel in and out of Chicago. The hotel offers a free airport-shuttle service, which is something that many travelers deem useful. It reduces the hassle of hiring transportation to the airport should you appear lat for a flight.

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From $41.00: 3-star hotels in Chicago
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From $8.95: Compact car rentals in Chicago
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Chicago exclusive: 45% off 3.5 star downtown hotel -- $71+*
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$155+* - Great Getaway Sale Book Now and Save at Conrad Chicago
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$42* - $42.00 & up 3-star hotels in Chicago
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$62* - $62.00 & up 4-star hotels in Chicago
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$69* - $69.00 & up 3.5-star hotels in Chicago
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$92* - $92.00 & up 4.5-star hotels in Chicago
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$178: 4-star Chicago hotel + Complimentary Room Upgrade ($30 Value), May 28 to May 31
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$184: 4-star Chicago hotel + Save 30%, May 27 to May 28
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To Atlanta $781 from Chicago: flight + 2 nights hotel (ORD-ATL)
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To Boston $754 from Chicago: flight + 2 nights hotel (ORD-BOS)
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To Boston $797 from Chicago: flight + 2 nights hotel (MDW-BOS)
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To Cancun $790 from Chicago: flight + 3 nights hotel (ORD-CUN)
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To Cancun $907 from Chicago: flight + 3 nights hotel (MDW-CUN)
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To Chicago $1018 from San Jose: flight + 2 nights hotel (SJC-ORD)
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To Chicago $488 from Atlanta: flight + 2 nights hotel (ATL-ORD)
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To Chicago $515 from Nashville: flight + 2 nights hotel (BNA-ORD)
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To Chicago $518 from Cleveland: flight + 2 nights hotel (CLE-ORD)
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To Chicago $518 from Columbus: flight + 2 nights hotel (CMH-ORD)
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To Chicago $518 from Detroit: flight + 2 nights hotel (DTW-ORD)
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To Chicago $518 from Indianapolis: flight + 2 nights hotel (IND-ORD)
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To Chicago $530 from Minneapolis: flight + 2 nights hotel (MSP-ORD)
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To Chicago $538 from St Louis: flight + 2 nights hotel (STL-ORD)
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To Chicago $558 from Denver: flight + 2 nights hotel (DEN-ORD)
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To Chicago $578 from Boston: flight + 2 nights hotel (BOS-ORD)
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To Chicago $578 from Fort Lauderdale: flight + 2 nights hotel (FLL-ORD)
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To Chicago $618 from Orlando: flight + 2 nights hotel (MCO-ORD)
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To Chicago $626 from Houston: flight + 2 nights hotel (IAH-ORD)
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To Chicago $634 from Buffalo: flight + 2 nights hotel (BUF-ORD)
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To Chicago $634 from New York: flight + 3 nights hotel (LGA-ORD)
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To Chicago $638 from Austin: flight + 2 nights hotel (AUS-ORD)
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To Chicago $638 from San Antonio: flight + 2 nights hotel (SAT-ORD)
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To Chicago $640 from Newark: flight + 3 nights hotel (EWR-ORD)
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To Chicago $642 from Tampa: flight + 2 nights hotel (TPA-ORD)
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To Chicago $646 from Charlotte: flight + 2 nights hotel (CLT-ORD)
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To Chicago $650 from Kansas City: flight + 2 nights hotel (MCI-ORD)
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To Chicago $650 from Pittsburgh: flight + 2 nights hotel (PIT-ORD)
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To Chicago $655 from New York: flight + 3 nights hotel (JFK-ORD)
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To Chicago $664 from Miami: flight + 2 nights hotel (MIA-ORD)
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To Chicago $678 from Phoenix: flight + 2 nights hotel (PHX-ORD)
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To Chicago $682 from Jacksonville: flight + 2 nights hotel (JAX-ORD)
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To Chicago $688 from Los Angeles: flight + 2 nights hotel (LAX-ORD)
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To Chicago $698 from Salt Lake City: flight + 2 nights hotel (SLC-ORD)
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To Chicago $701 from Las Vegas: flight + 2 nights hotel (LAS-ORD)
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To Chicago $711 from Providence: flight + 2 nights hotel (PVD-ORD)
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To Chicago $720 from Ontario: flight + 2 nights hotel (ONT-ORD)
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To Chicago $738 from Orange County: flight + 2 nights hotel (SNA-ORD)
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To Chicago $738 from San Francisco: flight + 2 nights hotel (SFO-ORD)
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To Chicago $744 from Dallas: flight + 2 nights hotel (DFW-ORD)
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To Chicago $747 from Baltimore: flight + 2 nights hotel (BWI-ORD)
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To Chicago $776 from Raleigh: flight + 2 nights hotel (RDU-ORD)
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To Chicago $782 from New Orleans: flight + 2 nights hotel (MSY-ORD)
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To Chicago $787 from Omaha: flight + 3 nights hotel (OMA-ORD)
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To Chicago $814 from Washington DC: flight + 3 nights hotel (DCA-ORD)
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To Chicago $829 from Milwaukee: flight + 2 nights hotel (MKE-ORD)
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To Chicago $830 from San Diego: flight + 3 nights hotel (SAN-ORD)
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To Chicago $838 from Philadelphia: flight + 2 nights hotel (PHL-ORD)
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To Chicago $847 from Washington DC: flight + 2 nights hotel (IAD-ORD)
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To Chicago $901 from Seattle: flight + 2 nights hotel (SEA-ORD)
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To Chicago $906 from Hartford: flight + 2 nights hotel (BDL-ORD)
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To Chicago $980 from Oakland: flight + 2 nights hotel (OAK-ORD)
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To Chicago $987 from Portland: flight + 2 nights hotel (PDX-ORD)
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To Chicago $990 from Sacramento: flight + 2 nights hotel (SMF-ORD)
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To Denver $566 from Chicago: flight + 2 nights hotel (ORD-DEN)
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To Honolulu $1615 from Chicago: flight + 3 nights hotel (ORD-HNL)
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To Honolulu $1700 from Chicago: flight + 3 nights hotel (MDW-HNL)
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To Las Vegas $585 from Chicago: flight + 2 nights hotel (ORD-LAS)
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To Las Vegas $736 from Chicago: flight + 2 nights hotel (MDW-LAS)
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To Los Angeles $683 from Chicago: flight + 2 nights hotel (MDW-LAX)
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To Los Angeles $747 from Chicago: flight + 2 nights hotel (ORD-LAX)
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To Miami $680 from Chicago: flight + 2 nights hotel (ORD-MIA)
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To Miami $959 from Chicago: flight + 2 nights hotel (MDW-MIA)
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To New York $681 from Chicago: flight + 2 nights hotel (ORD-LGA)
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To New York $687 from Chicago: flight + 2 nights hotel (MDW-LGA)
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To Orlando $595 from Chicago: flight + 2 nights hotel (ORD-MCO)
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To Orlando $601 from Chicago: flight + 2 nights hotel (MDW-MCO)
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To Phoenix $765 from Chicago: flight + 4 nights hotel (ORD-PHX)
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To Phoenix $826 from Chicago: flight + 2 nights hotel (MDW-PHX)
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To San Francisco $1043 from Chicago: flight + 2 nights hotel (MDW-SFO)
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To San Francisco $755 from Chicago: flight + 2 nights hotel (ORD-SFO)
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To Seattle $1048 from Chicago: flight + 3 nights hotel (ORD-SEA)
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To Seattle $1125 from Chicago: flight + 2 nights hotel (MDW-SEA)
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To Washington $759 from Chicago: flight + 2 nights hotel (MDW-DCA)
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To Washington $856 from Chicago: flight + 3 nights hotel (ORD-DCA)
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