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Chicago

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Chicago Flights as Low as $78

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

Spirit Airlines
Tue, Jun 17 - Wed, Jun 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 11 hours ago
$78
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, Jun 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $78 found 11 hours ago
Frontier Airlines
Sat, May 10 - Sat, May 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 11 hours ago
$83
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 10, priced at $83 found 11 hours ago
Frontier Airlines
Wed, May 7 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$88 Roundtrip, found 11 hours ago
$88
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, May 14, priced at $88 found 11 hours ago
Frontier Airlines
Sat, Jun 7 - Wed, Jun 11
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jun 7 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $148 just found
Delta
Sat, May 10 - Sat, May 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 11 hours ago
$152
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, May 10 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 10, priced at $152 found 11 hours ago
Frontier Airlines
Sat, Apr 26 - Tue, Apr 29
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 26 from Sky Harbor Intl. to Midway Intl., returning Tue, Apr 29, priced at $156 just found
United
Wed, May 7 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select United flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 14, priced at $157 found 11 hours ago
American Airlines
Wed, May 7 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 14, priced at $157 found 11 hours ago
Spirit Airlines
Sat, May 17 - Tue, May 20
PDX
Portland Intl.
ORD
O'Hare Intl.
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 17 from Portland Intl. to O'Hare Intl., returning Tue, May 20, priced at $173 just found
Alaska Airlines
Sat, May 17 - Thu, May 29
PDX
Portland Intl.
ORD
O'Hare Intl.
$203 Roundtrip, just found
$203
Roundtrip
just found
Select Alaska Airlines flight, departing Sat, May 17 from Portland Intl. to O'Hare Intl., returning Thu, May 29, priced at $203 just found
Spirit Airlines
Tue, Jun 10 - Wed, Jun 11
SAN
San Diego Intl.
ORD
O'Hare Intl.
$207 Roundtrip, found 1 hour ago
$207
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 10 from San Diego Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $207 found 1 hour ago
Delta
Sat, Jun 14 - Tue, Jun 17
SAN
San Diego Intl.
MDW
Midway Intl.
$259 Roundtrip, found 11 hours ago
$259
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Jun 14 from San Diego Intl. to Midway Intl., returning Tue, Jun 17, priced at $259 found 11 hours ago
JetBlue Airways
Wed, May 7 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$275 Roundtrip, found 11 hours ago
$275
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 14, priced at $275 found 11 hours ago
Frontier Airlines
Sat, Apr 12 - Mon, Apr 14
PDX
Portland Intl.
MDW
Midway Intl.
$302 Roundtrip, found 2 days ago
$302
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 12 from Portland Intl. to Midway Intl., returning Mon, Apr 14, priced at $302 found 2 days ago
American Airlines
Mon, Jun 2 - Tue, Jun 17
CLD
McClellan-Palomar
ORD
O'Hare Intl.
$322 Roundtrip, just found
$322
Roundtrip
just found
Select American Airlines flight, departing Mon, Jun 2 from McClellan-Palomar to O'Hare Intl., returning Tue, Jun 17, priced at $322 just found
Sun Country Airlines
Fri, Oct 10 - Mon, Oct 13
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$338 Roundtrip, just found
$338
Roundtrip
just found
Select Sun Country Airlines flight, departing Fri, Oct 10 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Oct 13, priced at $338 just found

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 June, 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 $78, 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 $78 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$78

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
The price is $165 per night from Apr 20 to Apr 21
$165
includes taxes & fees
Apr 20 - Apr 21
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. ...
8.2/10 Very Good! (3,851 reviews)
"Had to take uber to all sights we wanted to visit. Certain foods would run out if you weren’t there early."

Reviewed on Apr 6, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $231 per night from Apr 15 to Apr 16
$231
includes taxes & fees
Apr 15 - Apr 16
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! (2,038 reviews)
"Great place to stay when in downtown Chicago. Close to everything and beautiful property."

Reviewed on Apr 7, 2025

Swissotel - Chicago
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is $108 per night from Apr 20 to Apr 21
$108
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,013 reviews)
"The property is awesome! The only issue is I have severe allergies and I can tell that there was an animal in the room prior to me."

Reviewed on Apr 4, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is $139 per night from Apr 21 to Apr 22
$139
includes taxes & fees
Apr 21 - Apr 22
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! (2,096 reviews)
"The staff were nice and assisted with our family stay needs"

Reviewed on Apr 4, 2025

Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $147 per night from Apr 13 to Apr 14
$147
includes taxes & fees
Apr 13 - Apr 14
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! (8,661 reviews)
"Excellent location. Rooms are updated and ok. Hallways are not exactly attractive. Bathrooms need better and higher toilets."

Reviewed on Apr 7, 2025

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $136 per night from Apr 20 to Apr 21
$136
includes taxes & fees
Apr 20 - Apr 21
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! (4,011 reviews)
"Older hotel that is pretty automated. It is more a private club than a hotel. But it’s location is top notch. Good value at a fair price."

Reviewed on Apr 5, 2025

River Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3 out of 5
10 E Grand Ave, Chicago, IL
The price is $126 per night from Apr 20 to Apr 21
$126
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (3,169 reviews)
"Excellent place"

Reviewed on Apr 4, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
The price is $193 per night from Apr 13 to Apr 14
$193
includes taxes & fees
Apr 13 - Apr 14
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (2,044 reviews)
"Great location. Staff were friendly and very accommodating. Very cute and clean rooms."

Reviewed on Apr 7, 2025

L7 Chicago by LOTTE
See all 4,920 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
2.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
The price is $78 per night from Apr 13 to Apr 14
$78
includes taxes & fees
Apr 13 - Apr 14
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! (1,139 reviews)
"The staff were very helpful. They arranged a shuttle Tompkins up at the airport and let us check in early as we had missed our connection and had no place to go."

Reviewed on Apr 6, 2025

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
The price is $102 per night from Apr 10 to Apr 11
$102
includes taxes & fees
Apr 10 - Apr 11
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 (1,009 reviews)
"The hotel overall was clean, staff very friendly."

Reviewed on Apr 5, 2025

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
The price is $115 per night from Apr 20 to Apr 21
$115
includes taxes & fees
Apr 20 - Apr 21
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! (1,826 reviews)
"The location was great. The proximity to my event was an easy drive. The room was clean and smelled fresh The BED, enveloped my body for peaceful night slumber"

Reviewed on Apr 4, 2025

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
The price is $114 per night from Apr 20 to Apr 21
$114
includes taxes & fees
Apr 20 - Apr 21
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)
"It was nice"

Reviewed on Apr 2, 2025

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
The price is $204 per night from Apr 16 to Apr 17
$204
includes taxes & fees
Apr 16 - Apr 17
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! (1,782 reviews)
"Nice"

Reviewed on Apr 6, 2025

Loews Chicago O'Hare Hotel
Carlton Inn Midway
Carlton Inn Midway
2 out of 5
4944 S Archer Ave, Chicago, IL
The price is $140 per night from Apr 17 to Apr 18
$140
includes taxes & fees
Apr 17 - Apr 18
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 (1,003 reviews)
"Es super limpio me gusto"

Reviewed on Apr 2, 2025

Carlton Inn Midway
See all 4,920 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.