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Chicago

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Chicago Flights as Low as $67

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

Frontier Airlines
Thu, Feb 12 - Tue, Feb 17
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$67 Roundtrip, found 1 day ago
$67
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Feb 17, priced at $67 found 1 day ago
Frontier Airlines
Fri, Apr 3 - Sun, Apr 5
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 20 hours ago
$78
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Fri, Apr 3 from Charlotte-Douglas Intl. to O'Hare Intl., returning Sun, Apr 5, priced at $78 found 20 hours ago
Frontier Airlines
Sat, Feb 28 - Tue, Mar 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 21 hours ago
$78
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Mar 3, priced at $78 found 21 hours ago
Frontier Airlines
Sat, Feb 7 - Thu, Feb 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$94 Roundtrip, found 17 hours ago
$94
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, Feb 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Feb 12, priced at $94 found 17 hours ago
Spirit Airlines
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $127 found 1 day ago
Frontier Airlines
Fri, Mar 6 - Sun, Mar 8
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Mar 6 from Sky Harbor Intl. to Midway Intl., returning Sun, Mar 8, priced at $137 found 1 day ago
United
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 1 day ago
Delta
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 1 day ago
American Airlines
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 found 1 day ago
Frontier Airlines
Thu, Feb 12 - Thu, Feb 19
CLT
Charlotte-Douglas Intl.
MDW
Midway Intl.
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Charlotte-Douglas Intl. to Midway Intl., returning Thu, Feb 19, priced at $174 found 2 days ago
Hawaiian Airlines
Wed, Feb 25 - Fri, Feb 27
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Wed, Feb 25 from Sky Harbor Intl. to O'Hare Intl., returning Fri, Feb 27, priced at $211 found 3 days ago
Alaska Airlines
Wed, Feb 11 - Sun, Feb 15
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Feb 11 from Sky Harbor Intl. to O'Hare Intl., returning Sun, Feb 15, priced at $222 found 4 days ago
American Airlines
Fri, Feb 20 - Sun, Feb 22
BZN
Bozeman Yellowstone Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Feb 20 from Bozeman Yellowstone Intl. to O'Hare Intl., returning Sun, Feb 22, priced at $235 found 1 day ago
Delta
Thu, Feb 19 - Tue, Feb 24
BZN
Bozeman Yellowstone Intl.
MDW
Midway Intl.
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Feb 19 from Bozeman Yellowstone Intl. to Midway Intl., returning Tue, Feb 24, priced at $255 found 1 day ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 27 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, May 1, priced at $292 found 1 day ago
American Airlines
Sun, Jan 25 - Sun, Jan 25
CLT
Charlotte-Douglas Intl.
RFD
Greater Rockford
$353 Roundtrip, found 1 day ago
$353
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jan 25 from Charlotte-Douglas Intl. to Greater Rockford, returning Sun, Jan 25, priced at $353 found 1 day 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 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 $67, 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 $67 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$71

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! (9,768 reviews)
Staff was great. Toilet ran the whole time we were there. No hot water for the shower

Reviewed on Jan 13, 2026

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Congress Plaza Hotel
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! (2,528 reviews)
THe staff was very efficient and professional and the breakfast was great.

Reviewed on Jan 13, 2026

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Hilton Chicago
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! (5,554 reviews)
Overall we enjoyed our stay. The hotel was conveniently located to areas we wanted to visit that was walkable. It was over all clean and staff were friendly. Breakfast was average. The made to order eggs were the best as the other hot foods weren’t great. However, we would stay again when in the ...

Reviewed on Jan 16, 2026

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Embassy Suites by Hilton Chicago Downtown River North
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! (3,245 reviews)
I had a great stay here for my birthday weekend. The room was nice and clean. I had the perfect view. I will be returning!

Reviewed on Jan 13, 2026

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The Royal Sonesta Chicago Downtown
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this 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! (4,907 reviews)
Very good service

Reviewed on Jan 14, 2026

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River Hotel
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! (2,239 reviews)
Loved our stay here. We were pretty much in walking distance of all the good tourist sights and there was so much around that was convenient.

Reviewed on Jan 16, 2026

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DoubleTree by Hilton Chicago - Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
165 East Ontario Street 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 ...
8.8/10 Excellent! (1,672 reviews)
Staff, clean room. A/C was amazing

Reviewed on Jan 13, 2026

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Courtyard by Marriott Chicago Magnificent 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! (3,727 reviews)
Yes

Reviewed on Jan 17, 2026

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Hilton Chicago/Magnificent Mile Suites
See all 5,672 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! (1,589 reviews)
Room was clean. Check in easy and helpful

Reviewed on Jan 13, 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! (1,255 reviews)
Everything was real good and the people amazing

Reviewed on Jan 11, 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! (2,186 reviews)
We arrived extremely late at night after a long delay in the airport at Chicago. Staff was friendly and very helpful as we were tired and overwhelmed from a long day of traveling.

Reviewed on Jan 14, 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)
Called hotel and asked what time the shuttle would be by terminal and was told 9. I was there from 8:35 until 9:40. No shuttle from that hotel ever went. Ended up getting an uber.

Reviewed on Jan 6, 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! (1,943 reviews)
Room was spacious, clean, and modern. Very comfortable bed, perfect place to sleep after a long flight.

Reviewed on Jan 15, 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)
It is a good place to stay.

Reviewed on Jan 1, 2026

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Carlton Inn Midway
See all 5,672 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.