| Price | From | Airline | Dates | Details |
|---|---|---|---|---|
| $118 RT Book Now |
Wilmington, DE ILG (arrives MDW) |
 Frontier |
Jul 1, 2013 - Sep 21, 2013 Sale ends today |
Flights to/from the Wilmington/Philadelphia Area. |
| $118 RT Book Now |
Trenton, NJ TTN (arrives MDW) |
Frontier |
Through Sep 8, 2013 Sale ends today |
Flights to/from the Trenton/Princeton Area. |
| $138 RT Book Now |
Denver, CO DEN (arrives MDW) |
Frontier |
May 31, 2013 - Sep 21, 2013 Sale ends today |
14 Day Advance Purchase Required. |
| $148 RT Book Now |
Minneapolis, MN MSP (arrives ORD) |
 Sun Country Air |
May 21, 2013 - Aug 28, 2013 Sale ends in 3 days |
14 Day Advance Purchase Required. |
| $174 RT Book Now |
Denver, CO DEN (arrives ORD) |
 United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $198 RT Book Now |
Wichita, KS ICT (arrives MDW) |
 Southwest |
Through Nov 1, 2013 |
14 Day Advance Purchase Required. |
| $202 RT Book Now |
Boston, MA BOS (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $204 RT Book Now |
Cleveland, OH CLE (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $204 RT Book Now |
Columbus, OH CMH (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $220 RT Book Now |
Atlanta, GA ATL (arrives MDW) |
 AirTran |
Through May 30, 2013 Sale ends today |
3 Day Advance Purchase Required. |
| $262 RT Book Now |
Washington DC, DC DCA (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $264 RT Book Now |
Los Angeles, CA LAX (arrives MDW) |
Frontier |
May 31, 2013 - Sep 21, 2013 Sale ends today |
14 Day Advance Purchase Required. |
| $282 RT Book Now |
Washington DC, DC IAD (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $298 RT Book Now |
Dallas, TX DFW (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $304 RT Book Now |
Ft. Lauderdale, FL FLL (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $306 RT Book Now |
San Antonio, TX SAT (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $308 RT Book Now |
Atlanta, GA ATL (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $315 RT Book Now |
Houston, TX IAH (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $316 RT Book Now |
Austin, TX AUS (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
| $320 RT Book Now |
New Orleans, LA MSY (arrives ORD) |
United |
Through Dec 31, 2013 |
Flights to Chicago from 15+ US Cities. |
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