Deals To Chicago
- American Airlines: Flights to Europe on sale
American Airlines: Europe Flight Sale Deals on Airline Tickets - American Airlines: Save on flights across the U.S.
American Airlines: Flight Sale Deals on Airline Tickets - American Airlines: Ski Sale - Vail, Steamboat & more
American Airlines: Sale on Flights to Ski Destinations - Cheap Airfare and Flight Deals for Airlines Tickets on Orbitz
- Fares for less than $250 round-trip!
Airfares Under $250: Low Fare Deals on Flights and Airline Tickets on Orbitz - Frontier Airlines: 4-day Denver sale!
Frontier Airlines: Sale on Denver Flight Deals on Airline Tickets - Las Vegas: See February Weekend flight deals!
February Weekend Flight Deals on Airline Tickets To Las Vegas - Last Minute Deals on Flights for travel Next Weekend
- Last-minute flight deals for this/next weekend!
Last Minute Deals on Flights for Travel This Weekend - United Airlines: New Year sale on all flights across the US
United Airlines: New Year Flight Sale Deals on Airline Tickets - To Chicago $379 from Detroit: flight + 2 nights hotel (DTW-ORD)
- To Chicago $379 from Pittsburgh: flight + 2 nights hotel (PIT-ORD)
- To Chicago $405 from Indianapolis: flight + 2 nights hotel (IND-ORD)
- To Chicago $418 from Hartford: flight + 2 nights hotel (BDL-ORD)
- To Chicago $430 from Nashville: flight + 2 nights hotel (BNA-ORD)
- To Chicago $433 from Buffalo: flight + 2 nights hotel (BUF-ORD)
- To Chicago $433 from Cleveland: flight + 2 nights hotel (CLE-ORD)
- To Chicago $433 from Columbus: flight + 2 nights hotel (CMH-ORD)
- To Chicago $433 from Kansas City: flight + 2 nights hotel (MCI-ORD)
- To Chicago $433 from Raleigh: flight + 2 nights hotel (RDU-ORD)
- To Chicago $433 from St Louis: flight + 2 nights hotel (STL-ORD)
- To Chicago $483 from Minneapolis: flight + 2 nights hotel (MSP-ORD)
- To Chicago $493 from Denver: flight + 2 nights hotel (DEN-ORD)
- To Chicago $513 from Philadelphia: flight + 2 nights hotel (PHL-ORD)
- To Chicago $519 from Orlando: flight + 2 nights hotel (MCO-ORD)
- To Chicago $522 from Miami: flight + 2 nights hotel (MIA-ORD)
- To Chicago $525 from Baltimore: flight + 2 nights hotel (BWI-ORD)
- To Chicago $525 from Fort Lauderdale: flight + 2 nights hotel (FLL-ORD)
- To Chicago $536 from Washington DC: flight + 2 nights hotel (IAD-ORD)
- To Chicago $539 from Jacksonville: flight + 2 nights hotel (JAX-ORD)
- To Chicago $540 from Omaha: flight + 3 nights hotel (OMA-ORD)
- To Chicago $544 from Charlotte: flight + 2 nights hotel (CLT-ORD)
- To Chicago $563 from Tampa: flight + 2 nights hotel (TPA-ORD)
- To Chicago $564 from San Jose: flight + 2 nights hotel (SJC-ORD)
- To Chicago $576 from Washington DC: flight + 2 nights hotel (DCA-ORD)
- To Chicago $585 from Dallas: flight + 2 nights hotel (DFW-ORD)
- To Chicago $591 from Salt Lake City: flight + 2 nights hotel (SLC-ORD)
- To Chicago $602 from New York: flight + 2 nights hotel (LGA-ORD)
- To Chicago $602 from Newark: flight + 2 nights hotel (EWR-ORD)
- To Chicago $616 from Providence: flight + 2 nights hotel (PVD-ORD)
- To Chicago $622 from Houston: flight + 2 nights hotel (IAH-ORD)
- To Chicago $633 from Phoenix: flight + 2 nights hotel (PHX-ORD)
- To Chicago $640 from Seattle: flight + 2 nights hotel (SEA-ORD)
- To Chicago $645 from New Orleans: flight + 2 nights hotel (MSY-ORD)
- To Chicago $653 from San Diego: flight + 2 nights hotel (SAN-ORD)
- To Chicago $658 from Milwaukee: flight + 2 nights hotel (MKE-ORD)
- To Chicago $659 from Austin: flight + 2 nights hotel (AUS-ORD)
- To Chicago $662 from San Francisco: flight + 2 nights hotel (SFO-ORD)
- To Chicago $665 from San Antonio: flight + 2 nights hotel (SAT-ORD)
- To Chicago $680 from Los Angeles: flight + 2 nights hotel (LAX-ORD)
Air Hotel
Chicago CityPass
The Shedd Aquarium is the world’s largest aquarium. (Photo provided by CityPass)
CityPass is the ticket to the Windy City's most popular attractions at almost 50% savings. With a leisurely nine days to use all of the tickets, you can take everything in on a weekend break—or a week! Plus, you won’t wait in long ticket lines. Save up to US$44 on five attractions with one CityPass
Chicago Grand Tour
Along the tour, head to the top of the Sears Tower for spectacular vistas. (Photo provided by Gray Line of Chicago)
Take in all the sights of Chicago, from the Chicago Art Museum to Hyde Park.
Chicago Grand Tour and Hancock Tower
Take in all you can on this tour of the Windy City. (Photo provided by Gray Line of Chicago)
Take in all the sights of Chicago, one of America's most vibrant and cosmopolitan cities. The tour includes a trip to the top of the Hancock Tower.
Chicago North Side Tour
(Photo provided by Gray Line of Chicago)
Experience the vitality of downtown Chicago and everything that makes it famous, from Wrigley Field to State Street. Also, travel through Chicago's bustling main business section, one of the financial centers of the world.
Chicago South Shore Tour
(Photo provided by Gray Line of Chicago)
Experience history, science, and beauty as you travel through Chicago's South Shore. You'll see Grant Park, Soldier Field, Adler Planetarium, museums, and more.
Go Chicago Card™
Adler Planetarium (Photo provided by Smart Destinations Inc.)
Enjoy unlimited admission to over 25 of Chicago’s best known attractions and tours, including the Adler Planetarium, Shedd Aquarium, the Sears Tower, the Field Museum, the Art Institute of Chicago, and many more! Save 10% on 3-day and 5-day adult cards
Chicago: The Musical Plus Optional Dinner
Murder, greed, corruption, and jazz! (Photo provided by Encore Tickets)
Let yourself be razzle-dazzled by the sultry and sensuous Chicago: The Musical. As the jazz gets into full swing, the killer cast bring Chicago's underworld and the roaring '20s to life with a bang!
1-Day Bike Rental
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See for yourself why Chicago was voted the #1 bike-friendly city in the United States by Bicycling Magazine. Explore over 120 miles of bikeways, including the magnificent lakefront.