Search Cheap Flights toChicago
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Chicago Flights as Low as $51
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$51 Roundtrip, found 4 days ago
$51
Roundtrip
found 4 days ago
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$55 Roundtrip, found 4 days ago
$55
Roundtrip
found 4 days ago
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$60 Roundtrip, found 4 days ago
$60
Roundtrip
found 4 days ago
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Thu, Jun 6 - Wed, Jun 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$64 Roundtrip, found 4 days ago
$64
Roundtrip
found 4 days ago
Tue, Jun 11 - Tue, Jun 18
LGA
LaGuardia
ORD
O'Hare Intl.
$71 Roundtrip, found 10 hours ago
$71
Roundtrip
found 10 hours ago
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Tue, Sep 10 - Tue, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Tue, Aug 27 - Wed, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Sat, Jun 8 - Thu, Jun 13
LGA
LaGuardia
MDW
Midway Intl.
$153 Roundtrip, found 6 days ago
$153
Roundtrip
found 6 days ago
Wed, Sep 11 - Sat, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Sat, Jun 15 - Thu, Jun 20
LAX
Los Angeles Intl.
MDW
Midway Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Thu, Jul 4 - Mon, Jul 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$300 Roundtrip, found 7 hours ago
$300
Roundtrip
found 7 hours ago
Sat, Aug 31 - Wed, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$332 Roundtrip, found 4 days ago
$332
Roundtrip
found 4 days 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.
Just the right flight
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.
Frequently Asked Questions About flights to Chicago
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 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 $51, 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 $51 right now, why wait?
Can I fly to Chicago right now?
With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.
Destination airport | O'Hare Intl. |
Destination airport IATA code | ORD |
Roundtrip price | $50 |
Last Minute Hotel Deals in Chicago
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
The price is $133 per night from Jul 3 to Jul 4
$133
per night
Jul 3 - Jul 4
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
7.8/10 Good! (1,020 reviews)
"The rooms could use a refrigerator"
Reviewed on Jun 1, 2024
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is $188 per night from Jun 16 to Jun 17
$188
per night
Jun 16 - Jun 17
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 ...
7.6/10 Good! (6,819 reviews)
"It was an okay stay because they switched our room from a room that had a door in the middle between 2 different rooms that wouldn’t lock and had a key hole where someone can look through and move the knob while your sleeping and switched us to a 3 bed room that felt much safer!! Cleanliness was ..."
Reviewed on May 31, 2024
River Hotel
75 East Wacker Drive, Chicago, IL
The price is $166 per night from Jul 3 to Jul 4
$166
per night
Jul 3 - Jul 4
Stay at this 4-star 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! (2,931 reviews)
"This hotel is great, the rooms are large and comfortable. The location is excellent, a very short walk to Cloud Gate and all the attractions."
Reviewed on Jun 1, 2024
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
The price is $170 per night from Jun 30 to Jul 1
$170
per night
Jun 30 - Jul 1
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,995 reviews)
"We stayed for a weekend get a way and it was perfect."
Reviewed on May 31, 2024
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is $222 per night from Jun 30 to Jul 1
$222
per night
Jun 30 - Jul 1
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
8/10 Very Good! (2,340 reviews)
"Great staff especially during check in process, ALMA helped us alot. Very friendly and helpful."
Reviewed on Jun 2, 2024
InterContinental Chicago Magnificent Mile, an IHG Hotel
505 N Michigan Ave, Chicago, IL
The price is $224 per night from Jul 1 to Jul 2
$224
per night
Jul 1 - Jul 2
Book a stay at this historic hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the pool in our ...
8.6/10 Excellent! (1,632 reviews)
"LOCATION LOCATION LOCATION EASY ACCESS TO EVERYTHING in Chicago, plus it has the Michael Jordan Steak House which is a must while staying there."
Reviewed on May 31, 2024
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
The price is $149 per night from Jul 3 to Jul 4
$149
per night
Jul 3 - Jul 4
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,071 reviews)
"Great!"
Reviewed on Jun 1, 2024
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
The price is $191 per night from Jun 28 to Jun 29
$191
per night
Jun 28 - Jun 29
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the clean rooms ...
7.6/10 Good! (1,982 reviews)
Nice, clean, has everything what you need.
"Very nice staff, the reception lady changed our room for free to have two beds instead one. Great location if you have layover, walking distance. The restaurant also has nice staff and tasty food. Highly recommend. One suggestion- bottle of water in the room will be great option."
Reviewed on Jun 1, 2024
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
The price is $90 per night from Jun 27 to Jun 28
$90
per night
Jun 27 - Jun 28
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 ...
7.8/10 Good! (1,009 reviews)
"It is very good place to stay overnight before flight. They have shuttle bus to drop me off at the airport."
Reviewed on Jun 2, 2024
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 East Grand Avenue, Bensenville, IL
The price is $94 per night from Jun 16 to Jun 17
$94
per night
Jun 16 - Jun 17
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.4/10 (1,006 reviews)
"Personal muy amable y súper limpio"
Reviewed on Jun 1, 2024
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd, Schiller Park, IL
The price is $119 per night from Jun 16 to Jun 17
$119
per night
Jun 16 - Jun 17
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! (1,306 reviews)
"We always know what to expect with a Hampton. This is a very nice one. The beds are amazing and the decor is fresh. Having a shuttle from the airport is priceless. Great pick!"
Reviewed on May 30, 2024
Holiday Inn Chicago O'Hare Area, an IHG Hotel
5615 North Cumberland Avenue, Chicago, IL
The price is $112 per night from Jun 16 to Jun 17
$112
per night
Jun 16 - Jun 17
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,005 reviews)
"Quick checkin, complementary airport shuttle service"
Reviewed on May 29, 2024
Loews Chicago O'Hare Hotel
5300 N River Rd, Rosemont, IL
The price is $189 per night from Jun 30 to Jul 1
$189
per night
Jun 30 - Jul 1
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 ...
9.2/10 Wonderful! (1,567 reviews)
"Nice place. It’s my second time visiting. Will come often"
Reviewed on Jun 1, 2024
Carlton Inn Midway
4944 S Archer Ave, Chicago, IL
The price is $119 per night from Jun 4 to Jun 5
$119
per night
Jun 4 - Jun 5
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 ...
7/10 Good! (1,002 reviews)
"Was noisy. But I did like the convenance of the shuttle to the airport. And the staff were all very pleasant."
Reviewed on May 20, 2024
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
- Congress Plaza Hotel
- River Hotel
- Eurostars Magnificent Mile
- Hotel Felix River North/Magnificent Mile
- Embassy Suites by Hilton Chicago Downtown River North
- InterContinental Chicago Magnificent Mile, an IHG Hotel
- Club Quarters Hotel, Central Loop, Chicago
- Hilton Chicago O'Hare Airport
- The Whitehall Hotel, BW Premier Collection
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Warwick Allerton - Chicago
- Travelodge by Wyndham Downtown Chicago
- Aloft Chicago Mag Mile
- Freehand Chicago
- Hyatt Regency Chicago