Search Cheap Flights toChicago
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Chicago Flights as Low as $75
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jul 22 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 6 hours ago
$75
Roundtrip
found 6 hours ago
Tue, Jul 22 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$80 Roundtrip, found 6 hours ago
$80
Roundtrip
found 6 hours ago
Tue, Jul 22 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$85 Roundtrip, found 6 hours ago
$85
Roundtrip
found 6 hours ago
Mon, Aug 25 - Sat, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Tue, Jul 22 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$92 Roundtrip, found 6 hours ago
$92
Roundtrip
found 6 hours ago
Tue, Jul 15 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Wed, Jul 30 - Wed, Aug 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 6 hours ago
$100
Roundtrip
found 6 hours ago
Sat, Aug 16 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 6 hours ago
$132
Roundtrip
found 6 hours ago
Sat, Aug 16 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 6 hours ago
$132
Roundtrip
found 6 hours ago
Sat, Aug 16 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 6 hours ago
$132
Roundtrip
found 6 hours ago
Tue, Aug 12 - Wed, Aug 13
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$151 Roundtrip, found 6 hours ago
$151
Roundtrip
found 6 hours ago
Mon, Sep 8 - Thu, Sep 11
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$189 Roundtrip, found 6 hours ago
$189
Roundtrip
found 6 hours ago
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 6 hours ago
$191
Roundtrip
found 6 hours ago
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$273 Roundtrip, found 6 hours ago
$273
Roundtrip
found 6 hours ago
Tue, Dec 23 - Tue, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$325 Roundtrip, found 6 hours ago
$325
Roundtrip
found 6 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 July, 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 $75, 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 $75 right now, why wait?
Destination airport | O'Hare Intl. |
Destination airport IATA code | ORD |
Roundtrip price | $75 |
Last Minute Hotel Deals in Chicago
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,970 reviews)
"Even after renovation rooms are still looking dated"
Reviewed on Jul 4, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,872 reviews)
"The history of the hotel is amazing and she might be an old girl with old features but she still shines like a diamond. Plus, the lake side view cannot be beat."
Reviewed on Jul 4, 2025
Hilton Chicago/Magnificent Mile Suites
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! (2,372 reviews)
"Very nice hotel! No pool though it was out of service"
Reviewed on Jul 3, 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (2,049 reviews)
"Convenient to airport after flight got cancelled not once but twice ."
Reviewed on Jul 2, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,357 reviews)
"The location is very convenient, close to the train and easy to get to most attractions. The rokms are spacious and clean. The breakfast and happy hour are very good and a nice convenience."
Reviewed on Jul 5, 2025
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,284 reviews)
"Very nice stay. Looking forward to be back."
Reviewed on Jul 5, 2025
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,458 reviews)
"Good"
Reviewed on Jul 3, 2025
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,835 reviews)
"I like that it was so close to the nightlife."
Reviewed on Jul 6, 2025
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
2951 Touhy Ave, Elk Grove Village, IL
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.8/10 Good! (1,283 reviews)
"Not bad, but..."
Reviewed on Jul 4, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
6.8/10 (1,002 reviews)
"Good people work here"
Reviewed on Jul 5, 2025
Hampton Inn Chicago-O'Hare International Airport
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 ...
9/10 Wonderful! (1,950 reviews)
"Fine for a quick sleep before flying out at O’Hare. The air conditioning is really old and barely works, however."
Reviewed on Jul 4, 2025
Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.6/10 Good! (1,005 reviews)
"affordable price"
Reviewed on Jul 5, 2025
Loews Chicago O'Hare Hotel
5300 N River Rd, Rosemont, IL
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (1,869 reviews)
"Top tier. Best in Rosemont."
Reviewed on Jul 4, 2025
Carlton Inn Midway
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 ...
6.4/10 (1,000 reviews)
"The stairs needed repair there were rotted parts in stairs"
Reviewed on Jun 11, 2025
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.
Nearby Cities
Popular Flights to Chicago
- Los Angeles to Chicago
- London to Chicago
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- Dallas to Chicago
- Phoenix to Chicago
- Rome to Chicago
- Houston to Chicago
- Las Vegas to Chicago
- Montreal to Chicago
- Moscow to Chicago
- Paris to Chicago
- Detroit to Chicago
- Kansas City to Chicago
- New Orleans to Chicago
- San Francisco to Chicago
- Washington to Chicago
- Berlin to Chicago
- Hartford to Chicago
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver
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Top Chicago Hotels
- InterContinental Chicago Magnificent Mile by IHG
- Congress Plaza Hotel
- Hilton Chicago/Magnificent Mile Suites
- Hilton Chicago O'Hare Airport
- Embassy Suites by Hilton Chicago Downtown River North
- The Whitehall Hotel, BW Premier Collection
- Hotel Felix River North/Magnificent Mile
- Swissotel - Chicago
- Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
- The Royal Sonesta Chicago Downtown
- Crowne Plaza Chicago West Loop by IHG
- River Hotel
- The Westin Michigan Avenue Chicago
- Freehand Chicago
- Fairmont Chicago at Millennium Park