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Chicago

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Chicago Flights as Low as $171

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

Frontier Airlines
Sat, Sep 5 - Sun, Sep 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Los Angeles Intl. to O'Hare Intl., returning Sun, Sep 6, priced at $171 found 1 day ago
Frontier Airlines
Tue, Aug 25 - Fri, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$183 Roundtrip, found 4 days ago
$183
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Los Angeles Intl. to O'Hare Intl., returning Fri, Sep 4, priced at $183 found 4 days ago
Frontier Airlines
Tue, Sep 1 - Wed, Sep 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 2, priced at $186 found 2 days ago
Frontier Airlines
Mon, Aug 24 - Wed, Aug 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $203 found 5 days ago
Frontier Airlines
Sun, Sep 6 - Tue, Sep 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 8, priced at $206 found 1 day ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
LAX
Los Angeles Intl.
MDW
Midway Intl.
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 9, priced at $230 found 1 day ago
JetBlue Airways
Tue, Oct 6 - Thu, Oct 15
BDL
Bradley Intl.
ORD
O'Hare Intl.
$233 Roundtrip, found 3 days ago
$233
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Oct 6 from Bradley Intl. to O'Hare Intl., returning Thu, Oct 15, priced at $233 found 3 days ago
Bargain Flight
Wed, Nov 4 - Thu, Nov 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 3 hours ago
$237
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Wed, Nov 4 from Los Angeles Intl. to O'Hare Intl., returning Thu, Nov 5, priced at $237 found 3 hours ago
Delta
Wed, Sep 16 - Sat, Sep 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 9 hours ago
$237
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Sep 16 from Los Angeles Intl. to O'Hare Intl., returning Sat, Sep 19, priced at $237 found 9 hours ago
American Airlines
Wed, Nov 4 - Thu, Nov 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$247 Roundtrip, found 3 hours ago
$247
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Nov 4 from Los Angeles Intl. to O'Hare Intl., returning Thu, Nov 5, priced at $247 found 3 hours ago
American Airlines
Wed, Sep 2 - Tue, Sep 8
LAX
Los Angeles Intl.
RFD
Greater Rockford
$250 Roundtrip, found 20 hours ago
$250
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Tue, Sep 8, priced at $250 found 20 hours ago
Southwest Airlines
Wed, Sep 30 - Fri, Oct 2
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, found 15 hours ago
$251
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Los Angeles Intl. to Midway Intl., returning Fri, Oct 2, priced at $251 found 15 hours ago
Alaska Airlines
Wed, Nov 4 - Wed, Nov 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$325 Roundtrip, found 7 hours ago
$325
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Wed, Nov 4 from Los Angeles Intl. to O'Hare Intl., returning Wed, Nov 11, priced at $325 found 7 hours ago
Sun Country Airlines
Thu, Oct 22 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$428 Roundtrip, found 4 hours ago
$428
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Thu, Oct 22 from Los Angeles Intl. to O'Hare Intl., returning Mon, Oct 26, priced at $428 found 4 hours ago
American Airlines
Fri, Aug 7 - Sun, Aug 9
BDL
Bradley Intl.
RFD
Greater Rockford
$543 Roundtrip, found 20 hours ago
$543
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, Aug 7 from Bradley Intl. to Greater Rockford, returning Sun, Aug 9, priced at $543 found 20 hours ago
Southwest Airlines
Fri, Aug 7 - Sun, Aug 9
BDL
Bradley Intl.
MDW
Midway Intl.
$546 Roundtrip, found 20 hours ago
$546
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Fri, Aug 7 from Bradley Intl. to Midway Intl., returning Sun, Aug 9, priced at $546 found 20 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 September, 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 $171, 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 $171 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$118

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! (10,192 reviews)
"The only good thing about this Hotel is that it’s next to downtown Chicago, besides that I would never use that hotel again"

Reviewed on Aug 4, 2026

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Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy 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 helpful ...
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The Chicago Hotel Collection Ambassador Gold Coast
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 ...
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Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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Hyatt Regency O'Hare Chicago
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (2,725 reviews)
"Overall, decent experience. It was so by lots of activities and landmarks."

Reviewed on Aug 4, 2026

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The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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Hyatt Regency McCormick Place Chicago
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,979 reviews)
"Location was great! Right on Michigan Ave, close to lots of stores. Definitely recommend Beatrix restaurant the next block over for breakfast/brunch. It was fantastic. Bar and restaurant on site at hotel were also good. We had a pizza and salad with grilled salmon. Speciality drinks were amazing! ..."

Reviewed on Aug 4, 2026

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Omni Chicago Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,293 reviews)
"The staff was excellent in every area we encountered (front desk, The Lounge, housekeeping, room service, and the amazing gentlemen out front)"

Reviewed on Aug 3, 2026

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Fairmont Chicago at Millennium Park
See all 5,379 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 ...
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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 ...
7.6/10 Good! (1,641 reviews)
"The lobby entrance was a little hectic upon arrival, however, overall, it is a nice place for a short stay."

Reviewed on Aug 4, 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! (2,367 reviews)
"I had an exceptional experience during my stay. From the moment I arrived, the staff was warm, welcoming, and attentive, making the check-in process quick and seamless. The room was spotless, spacious, and well-appointed, with comfortable bedding and all the amenities needed for a relaxing stay. ..."

Reviewed on Aug 3, 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 ...
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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! (2,143 reviews)
"Charged $575 twice. Claim the first payment failed and didn’t go through on their end. It’s still pending on my end and it’s been over a week."

Reviewed on Aug 3, 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 (1,008 reviews)
"Room clean and air worked. Lots of plugs. Shuttle to airport nice, clean and on time. Didn’t eat breakfast there so no comment on that. Staff very friendly. Bathroom small but appears recently updated and nice. Overall room very dated but fit price for the area. Cons: no phone to contact front desk/ ..."

Reviewed on Aug 3, 2026

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Carlton Inn Midway
See all 5,379 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.