Best Flight From Sky Harbor Intl. To CHI

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Amazing PHX to CHI Flight Deals

The cheapest flights to CHI-All Airports were $141 for round trip flights and $82 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 2 - Sat, May 16
PHX
Phoenix
ORD
Chicago
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Phoenix to Chicago, returning Sat, May 16, priced at $141 found 3 days ago
Sat, May 9 - Sat, May 16
PHX
Phoenix
ORD
Chicago
$185 Roundtrip, found 6 days ago
$185
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 9 from Phoenix to Chicago, returning Sat, May 16, priced at $185 found 6 days ago
Mon, May 18 - Mon, Jun 1
PHX
Phoenix
ORD
Chicago
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 18 from Phoenix to Chicago, returning Mon, Jun 1, priced at $190 found 3 days ago
Sat, May 2 - Sat, May 16
PHX
Phoenix
ORD
Chicago
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Phoenix to Chicago, returning Sat, May 16, priced at $194 found 3 days ago
Sat, May 2 - Sat, May 16
PHX
Phoenix
ORD
Chicago
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Phoenix to Chicago, returning Sat, May 16, priced at $196 found 3 days ago
Fri, May 29 - Mon, Jun 1
PHX
Phoenix
MDW
Chicago
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, May 29 from Phoenix to Chicago, returning Mon, Jun 1, priced at $236 found 3 days ago

Hotels near CHI-All Airports Airport (CHI)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $148 total per night from May 25 to May 26
$148 total
May 25 - May 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (2,652 reviews)
Rooms were infrequently cleaned and we had to request soap and new towels (no we didn’t have our (no housekeeping) sign up). Other than that it was a nice stay.

Reviewed on May 1, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$144 nightly
The price is $171 total per night from May 26 to May 27
$171 total
May 26 - May 27
Total with taxes and fees
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 rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (5,140 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it

Reviewed on Apr 29, 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$116 nightly
The price is $138 total per night from May 25 to May 26
$138 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,464 reviews)
Great check in and check out experience

Reviewed on Apr 29, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$214 nightly
The price is $251 total per night from May 23 to May 24
$251 total
May 23 - May 24
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
8.4/10 Very Good! (2,271 reviews)
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...

Reviewed on Apr 29, 2026

Opens in a new windowHilton Chicago O'Hare Airport
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$151 nightly
The price is $180 total per night from May 27 to May 28
$180 total
May 27 - May 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.4/10 Exceptional! (4,009 reviews)
Great Location

Reviewed on May 1, 2026

Opens in a new windowHotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$139 nightly
The price is $165 total per night from May 10 to May 11
$165 total
May 10 - May 11
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (4,237 reviews)
Yes. Valet parking was expensive but worked out very well

Reviewed on May 1, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
$149 nightly
The price is $177 total per night from May 25 to May 26
$177 total
May 25 - May 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (2,291 reviews)
clean room, wonderful pool, breakfast was very good, everything felt effortless.

Reviewed on Apr 30, 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$133 nightly
The price is $159 total per night from May 8 to May 9
$159 total
May 8 - May 9
Total with taxes and fees
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 the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very Good! (10,119 reviews)
This hotel definitely shows it age. The common areas are generally well maintained and look dated but extravagant. The room we were in had a good view of the city and the location was perfect for what we were there for. While we paid $140+ per night, this hotel reminds me of those seedy little $30/night ...

Reviewed on May 1, 2026

Opens in a new windowCongress Plaza Hotel
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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 Picks

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.