Best Flight From Luis Munoz Marin Intl. To CHI

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Amazing SJU to CHI Flight Deals

The cheapest flights to CHI-All Airports were $158 for round trip flights and $88 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 2 - Mon, Sep 7
SJU
San Juan
ORD
Chicago
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from San Juan to Chicago, returning Mon, Sep 7, priced at $158 found 4 days ago
Wed, Sep 2 - Mon, Sep 7
SJU
San Juan
ORD
Chicago
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 2 from San Juan to Chicago, returning Mon, Sep 7, priced at $203 found 4 days ago
Wed, Sep 2 - Mon, Sep 7
SJU
San Juan
ORD
Chicago
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 2 from San Juan to Chicago, returning Mon, Sep 7, priced at $207 found 4 days ago
Sun, Sep 6 - Mon, Sep 7
SJU
San Juan
ORD
Chicago
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Sep 6 from San Juan to Chicago, returning Mon, Sep 7, priced at $211 found 4 days ago
Wed, Sep 2 - Sun, Sep 6
SJU
San Juan
ORD
Chicago
$228 Roundtrip, found 19 hours ago
$228
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Wed, Sep 2 from San Juan to Chicago, returning Sun, Sep 6, priced at $228 found 19 hours ago
Wed, Sep 2 - Mon, Sep 7
SJU
San Juan
ORD
Chicago
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from San Juan to Chicago, returning Mon, Sep 7, priced at $232 found 4 days ago

Hotels near CHI-All Airports Airport (CHI)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$210 nightly
The price is $250 total per night from Aug 10 to Aug 11
$250 total
Aug 10 - Aug 11
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! (10,304 reviews)
"The check in took one hour. The property is old and in bad shape. They should be embarrassed to charge me $500."

Reviewed on Jul 26, 2026

Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$181 nightly
The price is $215 total per night from Aug 9 to Aug 10
$215 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, 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.
Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
8.8/10 Excellent! (2,910 reviews)
"They need valet parking to far away"

Reviewed on Jul 26, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
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Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$215 nightly
The price is $256 total per night from Aug 9 to Aug 10
$256 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Opens in a new windowOmni Chicago Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
$214 nightly
The price is $254 total per night from Aug 23 to Aug 24
$254 total
Aug 23 - Aug 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
9/10 Wonderful! (2,716 reviews)
"You can stow your luggage with the bellhop after checkout"

Reviewed on Jul 26, 2026

Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
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
$202 nightly
The price is $241 total per night from Aug 20 to Aug 21
$241 total
Aug 20 - Aug 21
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! (2,474 reviews)
"Always lovely to stay there and convenient when walking the city"

Reviewed on Jul 26, 2026

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

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$210 nightly
The price is $249 total per night from Aug 9 to Aug 10
$249 total
Aug 9 - Aug 10
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.
Opens in a new windowRiver Hotel
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
$176 nightly
The price is $210 total per night from Aug 20 to Aug 21
$210 total
Aug 20 - Aug 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Opens in a new windowCrowne Plaza Chicago West Loop by IHG
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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.