$50 Cheap flight deals from Chicago (CHI) to Silver Spring (WAS)

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This Weekend's Flight Deals from Chicago to Silver Spring

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 5 - Wed, Oct 8
MDW
Midway Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$156 Roundtrip, found 14 hours ago
$156
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Oct 5 from Midway Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Oct 8, priced at $156 found 14 hours ago
Sat, Oct 4 - Mon, Oct 6
ORD
O'Hare Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 6, priced at $173 just found
Fri, Oct 3 - Mon, Oct 6
MDW
Midway Intl.
IAD
Washington Dulles Intl.
$179 Roundtrip, just found
$179
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 3 from Midway Intl. to Washington Dulles Intl., returning Mon, Oct 6, priced at $179 just found
Sat, Oct 4 - Mon, Oct 6
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$187 Roundtrip, found 2 hours ago
$187
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to Washington Dulles Intl., returning Mon, Oct 6, priced at $187 found 2 hours ago

Airfares from $50 One Way, $100 Round Trip from Chicago to Silver Spring

Prices starting at $100 for return flights and $50 for one-way flights to Silver Spring were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 4 - Sun, Dec 7
ORD
Chicago
BWI
Baltimore
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Dec 4 from Chicago to Baltimore, returning Sun, Dec 7, priced at $100 just found
Wed, Oct 22 - Sat, Oct 25
MDW
Chicago
IAD
Washington
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 22 from Chicago to Washington, returning Sat, Oct 25, priced at $153 found 5 days ago
Sat, Oct 18 - Wed, Oct 22
ORD
Chicago
DCA
Washington
$183 Roundtrip, found 4 days ago
$183
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Chicago to Washington, returning Wed, Oct 22, priced at $183 found 4 days ago
Mon, Dec 8 - Wed, Dec 10
MDW
Chicago
DCA
Washington
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Chicago to Washington, returning Wed, Dec 10, priced at $224 found 3 days ago
Fri, Dec 12 - Mon, Dec 15
RFD
Rockford
DCA
Washington
$315 Roundtrip, found 19 hours ago
$315
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Dec 12 from Rockford to Washington, returning Mon, Dec 15, priced at $315 found 19 hours ago

Silver Spring economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
2.0-star property

Hotel Arboretum

8/10 Very Good! (1,015 reviews)

Nov 13 - Nov 17

4 night stay

Chicago (CHI) to Washington (WAS)

United • Coach

Washington (WAS) to Chicago (CHI)

Frontier Airlines • Coach
Price was $524, price is now $351 per person
$351
per person
found 1 day ago
The breakfast was basic but good. The bed was comfortable.

Reviewed on Aug 15, 2025

William F. Bolger Center
3.0-star property

William F. Bolger Center

8.6/10 Excellent! (999 reviews)

Nov 1 - Nov 3

2 night stay

Chicago (CHI) to Washington (IAD)

American Airlines • Non-stop • Coach

Washington (IAD) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $630, price is now $467 per person
$467
per person
found 1 day ago
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More About Flying To Silver Spring from Chicago

Route Information for Flights from Chicago to Silver Spring

Origin Airport IATA Code
CHI
Destination Airport IATA Code
WAS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Silver Spring

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.