Search Cheap Flights to
Chicago

Name: The Westin Michigan Avenue Chicago
Price range: $196
Rating: 8.6

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Chicago Flights as Low as $85

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

All deals

One way

Roundtrip

Fri, May 9 - Mon, May 12

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$85

Roundtrip

found 6 hours ago

Fri, May 9 - Mon, May 12

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$92

Roundtrip

found 6 hours ago

Wed, May 7 - Mon, May 12

ATL

Hartsfield-Jackson Atlanta Intl.

MDW

Midway Intl.

$96

Roundtrip

found 6 hours ago

Thu, May 8 - Mon, May 12

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$97

Roundtrip

found 6 hours ago

Wed, May 28 - Tue, Jun 3

MSP

Minneapolis - St. Paul Intl.

MDW

Midway Intl.

$97

Roundtrip

found 6 hours ago

Thu, May 8 - Mon, May 12

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$97

Roundtrip

found 6 hours ago

Thu, May 8 - Mon, May 12

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$97

Roundtrip

found 6 hours ago

Sat, May 10 - Thu, May 15

ATL

Hartsfield-Jackson Atlanta Intl.

MDW

Midway Intl.

$99

Roundtrip

found 2 days ago

Wed, May 7 - Wed, May 14

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$101

Roundtrip

found 6 hours ago

Sat, May 17 - Tue, May 20

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$105

Roundtrip

found 6 hours ago

Fri, May 9 - Mon, May 12

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$106

Roundtrip

found 6 hours ago

Fri, May 9 - Mon, May 12

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$111

Roundtrip

found 6 hours ago

Wed, May 14 - Wed, May 21

IAH

George Bush Intercontinental

MDW

Midway Intl.

$115

Roundtrip

found 6 hours ago

Thu, Nov 13 - Mon, Nov 17

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$127

Roundtrip

found 6 hours ago

Thu, May 15 - Tue, May 20

IAH

George Bush Intercontinental

ORD

O'Hare Intl.

$133

Roundtrip

found 6 hours ago

Wed, May 7 - Wed, May 14

ATL

Hartsfield-Jackson Atlanta Intl.

ORD

O'Hare Intl.

$283

Roundtrip

found 6 hours ago

Cheap Flights to Chicago

Fall in love at first flight with your vacation to Chicago by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chicago on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chicago, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chicago

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chicago with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Chicago?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chicago are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chicago?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chicago.

What airport is best to fly into Chicago?

When you’re planning your trip to Chicago, convenience is the name of the game. Luckily, Chicago Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chicago must-do list.

How much are flights to Chicago?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chicago on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $85, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chicago?

The trick to saving a stack of cash on your flight to Chicago? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $85 right now, why wait?

Chicago Flight Information
Destination airport	O'Hare Intl.
Destination airport IATA code	ORD
Roundtrip price	$84

Last Minute Hotel Deals in Chicago

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$175

per night

Apr 20 - Apr 21

Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...

8.2/10 Very Good! (3,882 reviews)

"Overall good hotel. Breakfast was good, the buffet food was okay but the made to order line was worth waiting in. Wait for the elevators was a bit long but hotel was busy on a weekend. Bed was not the most comfortable but pillows were great. One bedroom suite was spacious. Located in a busy downtown ..."

Reviewed on Apr 15, 2025

Swissotel - Chicago

323 E Wacker Dr, Chicago, IL

$241

per night

Apr 19 - Apr 20

Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...

8.8/10 Excellent! (2,053 reviews)

"Nice hotel! Still feels hip. Great views. Great location. Clean! Just starting to show some wear but clean."

Reviewed on Apr 15, 2025

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

$139

per night

Apr 21 - Apr 22

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

8.8/10 Excellent! (2,135 reviews)

"Room was really spacious!"

Reviewed on Apr 16, 2025

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street, Chicago, IL

$146

per night

Apr 20 - Apr 21

Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...

8.8/10 Excellent! (1,009 reviews)

"From the very time that I walked through the door the staff was very polite and informative. The property was beautiful and the location was excellent. My family and I enjoyed our first trip to Chicago."

Reviewed on Apr 16, 2025

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

$147

per night

Apr 20 - Apr 21

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

7.8/10 Good! (8,676 reviews)

My favorite

"I’ve stayed here many times throughout the years. Beautiful view of Buckingham fountain. Short walk to Osaka Sushi for an Udon noodle bowl. We will walk to the Contemporary Museum of Art today. Just a joyous stay at Congress Plaza"

Reviewed on Apr 16, 2025

River Hotel

75 East Wacker Drive, Chicago, IL

$128

per night

Apr 20 - Apr 21

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...

8.6/10 Excellent! (4,061 reviews)

"Great location for most things being no more than a 15 minute walk or bus ride."

Reviewed on Apr 16, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St, Chicago, IL

$219

per night

Apr 20 - Apr 21

Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...

8.8/10 Excellent! (1,641 reviews)

"The hotel was beautiful and clean. The art deco design gave us a sense of place in Chicago. It’s always fun to feel like a hotel represents its location well and the Allegro does. It was a great location to access anywhere you wanted to go in Chicago. The most impressive part was the hospitality ..."

Reviewed on Apr 15, 2025

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

$196

per night

Apr 22 - Apr 23

Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...

8.6/10 Excellent! (1,000 reviews)

"The hotel smelled amazing"

Reviewed on Apr 14, 2025

See all 4,928 properties in Chicago

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.

Top Hotels With Free Airport Shuttle

Super 8 by Wyndham Chicago O'Hare Airport

2951 Touhy Ave, Elk Grove Village, IL

$86

per night

May 4 - May 5

Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...

7.8/10 Good! (1,160 reviews)

"Disappointed hot tub not working. Pool could of been warmer"

Reviewed on Apr 13, 2025

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

777 E Grand Avenue, Bensenville, IL

$102

per night

Apr 20 - Apr 21

Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...

6.8/10 (1,005 reviews)

"Overall good service"

Reviewed on Apr 11, 2025

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd, Schiller Park, IL

$116

per night

Apr 20 - Apr 21

Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9/10 Wonderful! (1,837 reviews)

"It was a great stay."

Reviewed on Apr 16, 2025

Holiday Inn Chicago O'Hare Area by IHG

5615 North Cumberland Avenue, Chicago, IL

$97

per night

Apr 20 - Apr 21

Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...

7.6/10 Good! (1,001 reviews)

"Everybody was extremely pleasant and helpful. I always felt very welcome in any interaction with staff. The on-site restaurant is a great place to hang out for a bit and get something to eat or drink."

Reviewed on Apr 14, 2025

Loews Chicago O'Hare Hotel

5300 N River Rd, Rosemont, IL

$204

per night

Apr 19 - Apr 20

Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...

9.4/10 Exceptional! (1,789 reviews)

Relaxation

"Very accommodating and convenient location for what I was there for!"

Reviewed on Apr 15, 2025

Carlton Inn Midway

4944 S Archer Ave, Chicago, IL

$140

per night

Apr 19 - Apr 20

Book a stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

6.4/10 (1,000 reviews)

"Es super limpio me gusto"

Reviewed on Apr 2, 2025

See all 4,928 properties in Chicago

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.

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