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Chicago

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Chicago Flights as Low as $151

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

Frontier Airlines
Tue, Mar 24 - Mon, Apr 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Mon, Apr 6, priced at $151 found 2 days ago
Frontier Airlines
Tue, Mar 17 - Tue, Mar 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Mar 17 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 24, priced at $156 found 3 days ago
Frontier Airlines
Thu, Apr 9 - Mon, Apr 13
LAX
Los Angeles Intl.
MDW
Midway Intl.
$190 Roundtrip, found 12 hours ago
$190
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Los Angeles Intl. to Midway Intl., returning Mon, Apr 13, priced at $190 found 12 hours ago
United
Sat, Mar 14 - Sun, Apr 5
TVC
Cherry Capital
ORD
O'Hare Intl.
$201 Roundtrip, found 4 hours ago
$201
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Mar 14 from Cherry Capital to O'Hare Intl., returning Sun, Apr 5, priced at $201 found 4 hours ago
Delta
Sat, Mar 14 - Sat, Apr 4
TVC
Cherry Capital
MDW
Midway Intl.
$205 Roundtrip, found 4 hours ago
$205
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Mar 14 from Cherry Capital to Midway Intl., returning Sat, Apr 4, priced at $205 found 4 hours ago
Spirit Airlines
Tue, Mar 24 - Wed, Mar 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$229 Roundtrip, found 16 hours ago
$229
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 25, priced at $229 found 16 hours ago
American Airlines
Tue, Mar 24 - Wed, Mar 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$240 Roundtrip, found 16 hours ago
$240
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Mar 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 25, priced at $240 found 16 hours ago
American Airlines
Tue, Mar 17 - Wed, Mar 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$242 Roundtrip, found 5 hours ago
$242
Roundtrip
found 5 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 5 hours ago
Alaska Airlines
Wed, Mar 11 - Tue, Mar 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$255 Roundtrip, found 12 hours ago
$255
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Wed, Mar 11 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 17, priced at $255 found 12 hours ago
Hawaiian Airlines
Wed, Mar 4 - Tue, Mar 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$268 Roundtrip, found 6 hours ago
$268
Roundtrip
found 6 hours ago
Select Hawaiian Airlines flight, departing Wed, Mar 4 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 10, priced at $268 found 6 hours ago
American Airlines
Fri, Feb 13 - Mon, Apr 6
TVC
Cherry Capital
RFD
Greater Rockford
$383 Roundtrip, found 4 hours ago
$383
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Feb 13 from Cherry Capital to Greater Rockford, returning Mon, Apr 6, priced at $383 found 4 hours ago
TAP Portugal
Thu, Feb 19 - Wed, Mar 4
LUX
Findel
ORD
O'Hare Intl.
$658 Roundtrip, found 1 day ago
$658
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Thu, Feb 19 from Findel to O'Hare Intl., returning Wed, Mar 4, priced at $658 found 1 day ago
Scandinavian Airlines
Mon, Feb 16 - Wed, Feb 25
LUX
Findel
ORD
O'Hare Intl.
$764 Roundtrip, found 9 hours ago
$764
Roundtrip
found 9 hours ago
Select Scandinavian Airlines flight, departing Mon, Feb 16 from Findel to O'Hare Intl., returning Wed, Feb 25, priced at $764 found 9 hours ago
Lufthansa
Sun, Feb 22 - Sat, Feb 28
LUX
Findel
ORD
O'Hare Intl.
$787 Roundtrip, found 3 hours ago
$787
Roundtrip
found 3 hours ago
Select Lufthansa flight, departing Sun, Feb 22 from Findel to O'Hare Intl., returning Sat, Feb 28, priced at $787 found 3 hours ago
KLM
Tue, Feb 17 - Wed, Feb 25
LUX
Findel
MDW
Midway Intl.
$845 Roundtrip, found 1 day ago
$845
Roundtrip
found 1 day ago
Select KLM flight, departing Tue, Feb 17 from Findel to Midway Intl., returning Wed, Feb 25, priced at $845 found 1 day ago
British Airways
Mon, Feb 16 - Wed, Feb 25
LUX
Findel
ORD
O'Hare Intl.
$850 Roundtrip, found 9 hours ago
$850
Roundtrip
found 9 hours ago
Select British Airways flight, departing Mon, Feb 16 from Findel to O'Hare Intl., returning Wed, Feb 25, priced at $850 found 9 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 March, 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 $151, 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 $151 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$56

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! (9,836 reviews)
Great a+++

Reviewed on Feb 1, 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! (5,637 reviews)
Yes room was spotless

Reviewed on Feb 4, 2026

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Embassy Suites by Hilton Chicago Downtown River North
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! (2,594 reviews)
Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.

Reviewed on Feb 1, 2026

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Hilton 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! (2,275 reviews)
Clean room

Reviewed on Feb 1, 2026

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DoubleTree by Hilton Chicago - Magnificent Mile
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! (3,276 reviews)
Clean and nice room, fantastic breakfast. Nice iced vanilla latte from the 1st level bar area. About the only bad thing i can say was it would have been nice to know that after going in the room I had to insert my room key in the wall to have lights and power.

Reviewed on Feb 2, 2026

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Hotel Riu Plaza Chicago
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! (2,197 reviews)
Restuarant crews were fantastic; hotel location, unbeatable if overnight and early morning flight from ORd as in airport. Rooms smallish, dated but functional. $25 early check in petty, cheapened experience and bothered me.

Reviewed on Jan 31, 2026

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Hilton Chicago O'Hare Airport
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,075 reviews)
Everything was nice

Reviewed on Feb 1, 2026

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Aloft Chicago Mag Mile
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
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! (3,768 reviews)
All of the above not to mention the quietness

Reviewed on Jan 29, 2026

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Hilton Chicago/Magnificent Mile Suites
See all 5,769 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! (1,600 reviews)
Simply convenient for the location and price

Reviewed on Feb 1, 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! (1,256 reviews)
Enjoyed my stay

Reviewed on Jan 28, 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! (2,215 reviews)
It was real nice I love it but

Reviewed on Feb 1, 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! (1,002 reviews)
Staff was wonderful. Hotel clean

Reviewed on Jan 31, 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! (1,955 reviews)
Very clean, Great experience

Reviewed on Feb 1, 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 (1,002 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 5,769 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.