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Chicago

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Chicago Flights as Low as $117

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

American Airlines
Tue, Oct 13 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 31, priced at $117 found 2 hours ago
United
Tue, Oct 13 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 31, priced at $117 found 2 hours ago
Delta
Tue, Oct 13 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 31, priced at $117 found 2 hours ago
Frontier Airlines
Tue, Oct 13 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Oct 31, priced at $118 found 2 hours ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $154 just found
Sun Country Airlines
Fri, Oct 16 - Mon, Oct 19
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 22 hours ago
$160
Roundtrip
found 22 hours ago
Select Sun Country Airlines flight, departing Fri, Oct 16 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Oct 19, priced at $160 found 22 hours ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Sep 9, priced at $165 found 1 day ago
Bargain Flight
Mon, Nov 2 - Thu, Nov 5
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Mon, Nov 2 from Charlotte-Douglas Intl. to O'Hare Intl., returning Thu, Nov 5, priced at $183 found 6 days ago
Southwest Airlines
Sat, Oct 31 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$223 Roundtrip, found 16 hours ago
$223
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Sat, Oct 31 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Nov 14, priced at $223 found 16 hours ago
Frontier Airlines
Tue, Aug 25 - Tue, Sep 1
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Minneapolis - St. Paul Intl. to Midway Intl., returning Tue, Sep 1, priced at $284 found 4 days ago
Southwest Airlines
Wed, Oct 21 - Sat, Nov 7
DAL
Love Field
MDW
Midway Intl.
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 21 from Love Field to Midway Intl., returning Sat, Nov 7, priced at $290 found 3 days ago
Southwest Airlines
Sat, Sep 5 - Sun, Sep 6
CLT
Charlotte-Douglas Intl.
MDW
Midway Intl.
$293 Roundtrip, found 5 days ago
$293
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte-Douglas Intl. to Midway Intl., returning Sun, Sep 6, priced at $293 found 5 days ago
JetBlue Airways
Sat, Sep 12 - Wed, Sep 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $305 found 1 day ago
Delta
Tue, Sep 15 - Sat, Sep 19
DAL
Love Field
ORD
O'Hare Intl.
$317 Roundtrip, found 16 hours ago
$317
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Sep 15 from Love Field to O'Hare Intl., returning Sat, Sep 19, priced at $317 found 16 hours ago
American Airlines
Wed, Aug 26 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$401 Roundtrip, found 2 days ago
$401
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sun, Aug 30, priced at $401 found 2 days ago
American Airlines
Fri, Aug 28 - Sat, Aug 29
CLT
Charlotte-Douglas Intl.
RFD
Greater Rockford
$451 Roundtrip, found 10 hours ago
$451
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Aug 28 from Charlotte-Douglas Intl. to Greater Rockford, returning Sat, Aug 29, priced at $451 found 10 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 October, 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 $117, 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 $117 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! (10,289 reviews)
"I wouldn't if I were you and I will leave it there!"

Reviewed on Aug 23, 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 ...
8.4/10 Very Good! (2,434 reviews)
"Snack staff were the highlight of the stay helpful and friendly. Checkout staff did not make eye contact and said go- not welcoming."

Reviewed on Aug 23, 2026

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Hilton Chicago O'Hare Airport
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 ...
9.2/10 Wonderful! (1,299 reviews)
"The staff was very friendly and helpful. The room and property were very well kept and clean."

Reviewed on Aug 23, 2026

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Hyatt Regency McCormick Place Chicago
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (865 reviews)
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"

Reviewed on Aug 21, 2026

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Kasa Magnificent Mile 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! (2,813 reviews)
"The room was comfortable and the staff very nice."

Reviewed on Aug 23, 2026

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The Allegro Royal Sonesta Hotel Chicago Loop
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 ...
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River Hotel
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 ...
9/10 Wonderful! (3,066 reviews)
"We stayed at the Regency the weekend of the Chicago Fan Expo, which brings a lot of people to the local hotels. We stayed at another hotel the last few years, and it seemed that hotel was not ready for the extra number of people, whether it was trying to find seating in a restaurant or having working ..."

Reviewed on Aug 23, 2026

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Hyatt Regency O'Hare Chicago
See all 5,400 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 ...
Get rates
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! (1,711 reviews)
"Very clean, friendly staff and affordable prices"

Reviewed on Aug 22, 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 ...
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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 ...
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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 ...
6/10 (1,009 reviews)
"The hotel pictures do not represent the hotel accurately!! Room smelled terrible, bathtub was yellow and stained with no hot or even warm water. There was dried blood drops on the carpet by the bed and table. The curtain rod was broken and hanging half covering a window that has had the screen ripped ..."

Reviewed on Aug 22, 2026

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Carlton Inn Midway
See all 5,400 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.