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Chicago

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Chicago Flights as Low as $62

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

Frontier Airlines
Thu, Feb 26 - Tue, Mar 10
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 3 days ago
$62
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Harry Reid Intl. to O'Hare Intl., returning Tue, Mar 10, priced at $62 found 3 days ago
Delta
Wed, Apr 22 - Tue, May 12
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$97 Roundtrip, found 11 hours ago
$97
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Apr 22 from Minneapolis - St. Paul Intl. to Midway Intl., returning Tue, May 12, priced at $97 found 11 hours ago
Delta
Wed, Apr 29 - Tue, May 19
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 14 hours ago
$97
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Apr 29 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, May 19, priced at $97 found 14 hours ago
Frontier Airlines
Tue, Mar 24 - Wed, Mar 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 25, priced at $110 found 1 day ago
Sun Country Airlines
Thu, Apr 9 - Sun, Apr 12
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Apr 9 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Apr 12, priced at $147 found 2 days ago
Bargain Flight
Fri, Feb 20 - Sun, Feb 22
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Feb 20 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Feb 22, priced at $168 found 1 day ago
Spirit Airlines
Tue, Apr 28 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 13, priced at $179 found 3 days ago
Frontier Airlines
Thu, Apr 9 - Mon, Apr 13
LAX
Los Angeles Intl.
MDW
Midway Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Los Angeles Intl. to Midway Intl., returning Mon, Apr 13, priced at $180 found 2 days ago
American Airlines
Thu, Feb 19 - Mon, Feb 23
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Feb 19 from Harry Reid Intl. to O'Hare Intl., returning Mon, Feb 23, priced at $185 found 2 days ago
Frontier Airlines
Wed, Feb 11 - Tue, Feb 24
LAS
Harry Reid Intl.
MDW
Midway Intl.
$192 Roundtrip, found 11 hours ago
$192
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Feb 11 from Harry Reid Intl. to Midway Intl., returning Tue, Feb 24, priced at $192 found 11 hours ago
Alaska Airlines
Thu, Feb 19 - Mon, Feb 23
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Feb 19 from Harry Reid Intl. to O'Hare Intl., returning Mon, Feb 23, priced at $207 found 2 days ago
American Airlines
Tue, Mar 17 - Wed, Mar 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$242 Roundtrip, found 17 hours ago
$242
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Mar 17 from Los Angeles Intl. to Greater Rockford, returning Wed, Mar 25, priced at $242 found 17 hours ago
American Airlines
Tue, Feb 17 - Thu, Feb 19
LAS
Harry Reid Intl.
RFD
Greater Rockford
$291 Roundtrip, found 6 days ago
$291
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Feb 17 from Harry Reid Intl. to Greater Rockford, returning Thu, Feb 19, priced at $291 found 6 days ago
Delta
Wed, Mar 25 - Tue, Apr 7
JAN
Evers Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Mar 25 from Evers Intl. to O'Hare Intl., returning Tue, Apr 7, priced at $297 found 1 day ago
Hawaiian Airlines
Wed, Feb 4 - Sun, Feb 8
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Wed, Feb 4 from Harry Reid Intl. to O'Hare Intl., returning Sun, Feb 8, priced at $305 found 3 days ago
Delta
Sat, Jul 25 - Mon, Jul 27
JAN
Evers Intl.
MDW
Midway Intl.
$413 Roundtrip, found 11 hours ago
$413
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Jul 25 from Evers Intl. to Midway Intl., returning Mon, Jul 27, priced at $413 found 11 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 February, 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 15 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 $62, 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 $62 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$46

Last Minute Hotel Deals in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,829 reviews)
Yes perfectly clean

Reviewed on Jan 24, 2026

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Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,617 reviews)
Friendly desk staff, clean room. Fridge didn't have temp adjuster and contents froze, bottles broke.

Reviewed on Jan 28, 2026

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Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,202 reviews)
Room was great and so was the service.

Reviewed on Jan 25, 2026

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Hilton Chicago O'Hare Airport
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,583 reviews)
My stay was truly amazing. Thank you and appreciate the hotel hospitality

Reviewed on Jan 25, 2026

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Hilton Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.2/10 Wonderful! (3,247 reviews)
Every thing was perfect

Reviewed on Jan 26, 2026

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Hotel Riu Plaza Chicago
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
8.6/10 Excellent! (2,266 reviews)
Great

Reviewed on Jan 27, 2026

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DoubleTree by Hilton Chicago - Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
9.2/10 Wonderful! (3,286 reviews)
The room was nice and spotless . Only complaint is when it says city view make sure it not the ally way lol

Reviewed on Jan 26, 2026

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The Royal Sonesta Chicago Downtown
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,144 reviews)
N/A

Reviewed on Jan 12, 2026

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Pendry Chicago
See all 5,738 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

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave Elk Grove Village IL
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 ...
7.6/10 Good! (1,599 reviews)
Good service

Reviewed on Jan 24, 2026

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Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

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

3 out of 5
777 E Grand Avenue Bensenville IL
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,259 reviews)
Breakfast

Reviewed on Jan 23, 2026

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Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd Schiller Park IL
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 ...
9.2/10 Wonderful! (2,206 reviews)
Clean and quiet room overlooking nithing but the rooftop if another building. Perfect. Exercise room pretty good. Liked the Peloton. Enjoyed the pool and hot top. Staff nice. Breakfast? My husband liked his cheese omelette. My baked goods seemed fresh. Decent meal. Couldn’t beat the price and value. ...

Reviewed on Jan 27, 2026

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Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8/10 Very Good! (1,000 reviews)
Excellent breakfast buffet. Much more and better food than typical. Nice shuttle service for ORD. Good parking space available overnight without an extra charge.

Reviewed on Jan 27, 2026

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Holiday Inn Chicago O'Hare Area by IHG
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd Rosemont IL
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (1,960 reviews)
Amazing stay-- staff were super courteous and the whole building is lovely

Reviewed on Jan 25, 2026

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Loews Chicago O'Hare Hotel
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave Chicago IL
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 ...
6.2/10 (1,000 reviews)
The rooms are clean, the hot water takes about three minutes to get hot, but it did get very hot. Also water $1 pop $2 that was great.

Reviewed on Jan 28, 2026

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Carlton Inn Midway
See all 5,738 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.