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Chicago

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Chicago Flights as Low as $63

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

Spirit Airlines
Tue, Jul 8 - Wed, Jul 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 11 hours ago
$63
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jul 9, priced at $63 found 11 hours ago
Spirit Airlines
Tue, Jul 8 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $76 found 1 hour ago
Spirit Airlines
Tue, Jul 22 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jul 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 22, priced at $88 just found
Spirit Airlines
Tue, Jun 24 - Thu, Jun 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 11 hours ago
$97
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Jun 26, priced at $97 found 11 hours ago
Spirit Airlines
Tue, Jul 15 - Sat, Jul 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 11 hours ago
$99
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Jul 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 19, priced at $99 found 11 hours ago
Spirit Airlines
Tue, Jul 8 - Tue, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$101 Roundtrip, found 1 hour ago
$101
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $101 found 1 hour ago
Spirit Airlines
Tue, Jun 24 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$102 Roundtrip, found 13 hours ago
$102
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $102 found 13 hours ago
Frontier Airlines
Tue, Jul 22 - Wed, Jul 30
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$108 Roundtrip, found 11 hours ago
$108
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Jul 22 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jul 30, priced at $108 found 11 hours ago
Spirit Airlines
Sat, Sep 6 - Tue, Sep 9
MCO
Orlando Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 13 hours ago
$120
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Sat, Sep 6 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 9, priced at $120 found 13 hours ago
United
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $132 found 3 hours ago
American Airlines
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $132 found 3 hours ago
Delta
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $132 found 3 hours ago
Frontier Airlines
Fri, Jul 18 - Sat, Jul 26
MCO
Orlando Intl.
MDW
Midway Intl.
$152 Roundtrip, found 13 hours ago
$152
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Jul 18 from Orlando Intl. to Midway Intl., returning Sat, Jul 26, priced at $152 found 13 hours ago
Delta
Tue, Sep 9 - Tue, Sep 9
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Sep 9 from Love Field to O'Hare Intl., returning Tue, Sep 9, priced at $191 found 2 hours ago
Delta
Sat, Sep 6 - Tue, Sep 9
DAL
Love Field
MDW
Midway Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Sep 6 from Love Field to Midway Intl., returning Tue, Sep 9, priced at $197 found 11 hours ago
JetBlue Airways
Sat, Sep 6 - Tue, Sep 9
MCO
Orlando Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 13 hours ago
$217
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Sat, Sep 6 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 9, priced at $217 found 13 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 $63, 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 $63 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$63

Last Minute Hotel Deals in 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 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! (4,198 reviews)
"This was a really nice location. It was walkable and close to subway."

Reviewed on Jun 11, 2025

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Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
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! (1,869 reviews)
"Amazing pool. Great location on Michigan Avenue. Very nice, receptive reception desk."

Reviewed on Jun 13, 2025

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InterContinental Chicago Magnificent Mile by IHG
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! (2,293 reviews)
"Great 2 night stay- suite was huge, clean, beds incredibly comfy, on site Aussie restaurant was great for breakfast and dinner. Excellent location."

Reviewed on Jun 13, 2025

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Hilton Chicago/Magnificent Mile Suites
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
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! (3,166 reviews)
"The location is wonderful, the bar/restaurant area was very good. Food and pricing well worth it. The outdoor terrace was my highlight. Room super cute and clean, Loved the remote shades. A few downsides, need 24 hour notice for a room cleaning. (I did not pay attention to the details, but was accommodated ..."

Reviewed on Jun 11, 2025

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citizenM Chicago Downtown
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 free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,864 reviews)
"great!"

Reviewed on Jun 13, 2025

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Congress Plaza Hotel
The Wade
The Wade
4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
8/10 Very Good! (1,016 reviews)
"It was clean, staff was nice. Never had a problem there. Only downfall was the TV, it didn’t have that many options."

Reviewed on Jun 10, 2025

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The Wade
Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,929 reviews)
"The unique 4 bunk bed room worked well for our family who were in town for a couple of nights as we traveled through the Midwest. The location was perfect for exploring the city."

Reviewed on Jun 13, 2025

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Freehand Chicago
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (2,220 reviews)
"Friendly, helpful staff. Fireplace in bar, nightlight in bathroom, rheostat on lamp in room, elevators security with going to specific floor although elevator got stuck twice and did not room, so got on different elevator. Enjoyed chicken black bean quesadilla and cheesecake. Offer of $15 bar credit/daily. ..."

Reviewed on Jun 11, 2025

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Swissotel - Chicago
See all 5,271 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
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! (1,246 reviews)
"While this is an older property, they are always cleaning and are pretty friendly. Free airport shuttle and a breakfast w/ hot waffles are a plus."

Reviewed on Jun 10, 2025

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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
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 (1,006 reviews)
"I was waiting for a long time for someone to check me in. Shuttle driver help me to contact dome one. He has a great customer service"

Reviewed on Jun 9, 2025

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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 ...
9/10 Wonderful! (1,919 reviews)
"Our stay was great. All the staff were friendly and the hotel was very clean. Our room and beds were very comfortable. The room was near the elevator but we heard no noise from the hallway. The breakfast was great."

Reviewed on Jun 13, 2025

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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
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! (1,002 reviews)
"Great"

Reviewed on Jun 7, 2025

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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
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! (1,839 reviews)
"Super clean and friendly staff"

Reviewed on Jun 12, 2025

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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 ...
6.4/10 (1,002 reviews)
"The stairs needed repair there were rotted parts in stairs"

Reviewed on Jun 11, 2025

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Carlton Inn Midway
See all 5,271 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.